diff --git a/.changeset/tailwind-legacy-important.md b/.changeset/tailwind-legacy-important.md
new file mode 100644
index 000000000000..6c53d9f40bcd
--- /dev/null
+++ b/.changeset/tailwind-legacy-important.md
@@ -0,0 +1,5 @@
+---
+"@biomejs/biome": patch
+---
+
+The Tailwind parser now accepts the legacy leading `!` important marker (`!flex`, `hover:!p-4`).
diff --git a/crates/biome_js_analyze/src/lint/nursery/use_sorted_classes/sort_v4.rs b/crates/biome_js_analyze/src/lint/nursery/use_sorted_classes/sort_v4.rs
index d781b74e5958..58f9b0589883 100644
--- a/crates/biome_js_analyze/src/lint/nursery/use_sorted_classes/sort_v4.rs
+++ b/crates/biome_js_analyze/src/lint/nursery/use_sorted_classes/sort_v4.rs
@@ -1,10 +1,10 @@
 use std::cmp::Ordering;
 
-use biome_rowan::{AstNode, AstNodeList, SyntaxNodeText, TokenText};
+use biome_rowan::{AstNode, AstNodeList, SyntaxNodeText, TextRange, TextSize, TokenText};
 use biome_string_case::Collator;
 use biome_tailwind_syntax::{
     AnyTwCandidate, AnyTwFullCandidate, AnyTwModifier, AnyTwValue, CssGenericComponentValueList,
-    TwRoot,
+    TailwindSyntaxNode, TailwindSyntaxToken, TwRoot,
 };
 
 use super::tailwind_preset_v4::{
@@ -53,18 +53,8 @@ pub fn sort_class_list(root: &TwRoot) -> String {
         .collect();
 
     // `Vec::sort_by` is stable, so Unknown-vs-Unknown comparisons returning
-    // `Equal` keep input order. Known entries whose keys tie — possible
-    // when variants share a rank (`@sm/main:flex` with `@sm:flex`) —
-    // break the tie on full candidate text, mirroring Tailwind's final
-    // candidate-string comparison.
-    keyed.sort_by(|a, b| {
-        compare(&a.0, &b.0).then_with(|| match (&a.0, &b.0) {
-            (SortKey::Known { .. }, SortKey::Known { .. }) => {
-                TwNameCollator.cmp(a.1.chars(), b.1.chars())
-            }
-            _ => Ordering::Equal,
-        })
-    });
+    // `Equal` keep input order.
+    keyed.sort_by(|a, b| compare(&a.0, &b.0));
 
     // Sort is in-place; total text length is unchanged. Pre-size the output
     // so chunked emission never re-allocates.
@@ -92,11 +82,153 @@ enum SortKey {
         /// Total declaration count — Tailwind's tie-break after the
         /// signature (wider utilities sort first).
         count: u8,
-        name: NameKey,
-        important: bool,
+        /// The whole candidate text (variants, sign, name, `!`).
+        /// Tailwind's last tiebreak compares this text with
+        /// [TwNameCollator].
+        text: CandidateText,
     },
 }
 
+/// A candidate's whole text as an allocation-free view into the syntax
+/// tree, ordered the way Tailwind's `compare()` orders raw candidates.
+// TODO: equality compares text chunk-wise and cannot short-circuit on
+// syntax kind mismatches; switch to a structural node comparison once a
+// generic `is_node_equal` is available.
+#[derive(Clone, Debug)]
+struct CandidateText(TailwindSyntaxNode);
+
+impl PartialEq for CandidateText {
+    fn eq(&self, other: &Self) -> bool {
+        self.text() == other.text()
+    }
+}
+
+impl Eq for CandidateText {}
+
+impl CandidateText {
+    fn text(&self) -> SyntaxNodeText {
+        self.0.text_trimmed()
+    }
+
+    /// [TwNameCollator] order over the whole text. Two candidates in one
+    /// bucket usually share their entire variant prefix (`hover:p-2` /
+    /// `hover:p-4`), so the shared prefix is skipped bytewise and only the
+    /// tail from the first difference goes through the collator — backed
+    /// up to the start of a digit run (`p-12` / `p-1a` compare `12` with
+    /// `1`) or of a multi-byte character, so the result is exactly the
+    /// collator's.
+    fn compare(&self, other: &Self) -> Ordering {
+        let mut a = TextChunks::new(&self.0);
+        let mut b = TextChunks::new(&other.0);
+        // Bytes shared so far, and how many of the last shared bytes are
+        // ASCII digits, or belong to a multi-byte character the two texts
+        // may diverge inside of (only one of the two can be non-zero).
+        let mut shared = 0usize;
+        let mut trailing_digits = 0usize;
+        let mut trailing_char_bytes = 0usize;
+        loop {
+            let (Some(x), Some(y)) = (a.rest(), b.rest()) else {
+                return match (a.rest().is_some(), b.rest().is_some()) {
+                    (false, false) => Ordering::Equal,
+                    (false, true) => Ordering::Less,
+                    (true, false) => Ordering::Greater,
+                    (true, true) => unreachable!(),
+                };
+            };
+            let n = x.len().min(y.len());
+            let diverged = x[..n].iter().zip(&y[..n]).position(|(p, q)| p != q);
+            let matched = diverged.unwrap_or(n);
+            for &byte in &x[..matched] {
+                if byte.is_ascii_digit() {
+                    trailing_digits += 1;
+                    trailing_char_bytes = 0;
+                } else if byte.is_ascii() {
+                    trailing_digits = 0;
+                    trailing_char_bytes = 0;
+                } else if (byte & 0xC0) == 0x80 {
+                    // Continuation byte: still inside the character.
+                    trailing_char_bytes += 1;
+                } else {
+                    // Lead byte: a new multi-byte character starts here.
+                    trailing_digits = 0;
+                    trailing_char_bytes = 1;
+                }
+            }
+            shared += matched;
+            if diverged.is_some() {
+                break;
+            }
+            a.advance(n);
+            b.advance(n);
+        }
+        // Both texts share every byte before `restart`, so it is a
+        // character boundary in both.
+        let restart = TextSize::from((shared - trailing_digits - trailing_char_bytes) as u32);
+        let tail = |text: SyntaxNodeText| text.slice(TextRange::new(restart, text.len()));
+        TwNameCollator.cmp(tail(self.text()).chars(), tail(other.text()).chars())
+    }
+}
+
+/// Cursor over the byte chunks of a node's trimmed text, one token at a
+/// time, without allocating.
+struct TextChunks {
+    range: TextRange,
+    /// The current token and the part of its text inside `range`, in
+    /// token-local offsets.
+    current: Option<(TailwindSyntaxToken, TextRange)>,
+    offset: usize,
+}
+
+impl TextChunks {
+    fn new(node: &TailwindSyntaxNode) -> Self {
+        let mut chunks = Self {
+            range: node.text_trimmed_range(),
+            current: None,
+            offset: 0,
+        };
+        chunks.enter(node.first_token());
+        chunks
+    }
+
+    /// Make `token` current, skipping ahead over tokens with no text inside
+    /// the trimmed range; a token past the range ends the walk.
+    fn enter(&mut self, mut token: Option<TailwindSyntaxToken>) {
+        self.offset = 0;
+        self.current = None;
+        while let Some(candidate) = token {
+            if candidate.text_range().start() >= self.range.end() {
+                return;
+            }
+            if let Some(inside) = candidate.text_range().intersect(self.range)
+                && !inside.is_empty()
+            {
+                let local = inside - candidate.text_range().start();
+                self.current = Some((candidate, local));
+                return;
+            }
+            token = candidate.next_token();
+        }
+    }
+
+    /// The unread bytes of the current chunk, or `None` at the end.
+    fn rest(&self) -> Option<&[u8]> {
+        let (token, local) = self.current.as_ref()?;
+        Some(&token.text().as_bytes()[usize::from(local.start()) + self.offset..usize::from(local.end())])
+    }
+
+    fn advance(&mut self, bytes: usize) {
+        self.offset += bytes;
+        let done = self
+            .current
+            .as_ref()
+            .is_some_and(|(_, local)| self.offset >= usize::from(local.len()));
+        if done {
+            let next = self.current.as_ref().and_then(|(token, _)| token.next_token());
+            self.enter(next);
+        }
+    }
+}
+
 /// A classified candidate whose variants are resolved but not yet
 /// weighted — weighting needs the whole list.
 /// [PendingSortKey::into_sort_key] finishes the [SortKey] once the
@@ -107,8 +239,7 @@ enum PendingSortKey {
     Known {
         signature: Signature,
         count: u8,
-        name: NameKey,
-        important: bool,
+        text: CandidateText,
         variants: Vec<VariantKey>,
     },
 }
@@ -120,7 +251,7 @@ enum PendingSortKey {
 /// the `propertySort` that Tailwind's `compileAstNodes` computes per
 /// candidate.
 ///
-/// This is the primary Tailwind sort key; `count`, name, and importance
+/// This is the primary Tailwind sort key; `count` and the candidate text
 /// only break signature ties.
 #[derive(Clone, Debug)]
 enum Signature {
@@ -192,41 +323,20 @@ impl Ord for Signature {
     }
 }
 
-/// The candidate's name — the negative sign plus the `base-value/modifier`
-/// text, without variants or the important suffix — held as an
-/// allocation-free view into the syntax tree. Candidates inside one
-/// (property, count) bucket order by natural comparison of this name,
-/// which is the order Tailwind emits utilities in: `getClassOrder` ranks
-/// `m-2 m-4 m-auto m-px` and `block flow-root inline-block` by name, not
-/// by utility registration order.
-// TODO: the derived equality compares text chunk-wise and cannot
-// short-circuit on syntax kind mismatches; switch to a structural node
-// comparison once a generic `is_node_equal` is available.
-#[derive(Clone, Debug, Default, Eq, PartialEq)]
-struct NameKey {
-    negative: bool,
-    text: Option<SyntaxNodeText>,
-}
-
-impl NameKey {
-    fn compare(&self, other: &Self) -> Ordering {
-        fn chars(key: &NameKey) -> impl Iterator<Item = char> + '_ {
-            let sign = key.negative.then_some('-');
-            let text = key.text.as_ref().map(|text| text.chars()).into_iter().flatten();
-            sign.into_iter().chain(text)
-        }
-        TwNameCollator.cmp(chars(self), chars(other))
-    }
-}
-
-/// Orders candidate names the way Tailwind's own `compare()` does:
-/// plain code-point order, except that digit sequences compare as
-/// integers (`p-75` < `p-700`, `red-50` < `red-100`). Code-point order
-/// places `-` before digits, digits before `[`, and `[` before letters
-/// (`-m-4` < `m-4`, `w-4` < `w-[1px]` < `w-auto`), matching the order
-/// Tailwind emits candidates in — which is why this does not reuse
+/// Orders candidates inside one (variant weight, signature, count)
+/// bucket the way Tailwind's own `compare()` does on the whole
+/// candidate text: plain code-point order, except that digit sequences
+/// compare as integers (`p-75` < `p-700`, `red-50` < `red-100`). Code-point
+/// order places `!` and `-` before digits, digits before `[`, and `[`
+/// before letters (`-m-4` < `m-4`, `w-4` < `w-[1px]` < `w-auto`,
+/// `flex` < `flex!`), matching the order Tailwind emits candidates in —
+/// which is why this does not reuse
 /// [biome_string_case::CldrAsciiCollator]: CLDR collation places
 /// punctuation before digits and interleaves letter case.
+///
+/// Because the text starts with the variants, two candidates whose
+/// variants weigh the same but read differently (`hover:sm:flex` and
+/// `sm:hover:block`) order by their variant spelling before their name.
 struct TwNameCollator;
 
 impl Collator for TwNameCollator {
@@ -254,10 +364,13 @@ impl PendingSortKey {
             return Self::Unknown;
         };
 
+        // The legacy leading `!` and the trailing `!` are each fine on
+        // their own; Tailwind rejects a candidate spelling both.
+        if node.legacy_important_token().is_some() && node.excl_token().is_some() {
+            return Self::Unknown;
+        }
+
         let is_negative = node.negative_token().is_some();
-        // An important candidate (`flex!`) sorts exactly where its plain
-        // twin does; `compare` breaks exact-key ties plain-first.
-        let is_important = node.excl_token().is_some();
 
         let Ok(inner) = node.candidate() else {
             return Self::Unknown;
@@ -391,11 +504,7 @@ impl PendingSortKey {
             Some((signature, count)) => Self::Known {
                 signature,
                 count,
-                name: NameKey {
-                    negative: is_negative,
-                    text: Some(inner.syntax().text_trimmed()),
-                },
-                important: is_important,
+                text: CandidateText(node.syntax().clone()),
                 variants,
             },
         }
@@ -409,8 +518,7 @@ impl PendingSortKey {
             Self::Known {
                 signature,
                 count,
-                name,
-                important,
+                text,
                 variants,
             } => {
                 let Some(variant_weight) = variant_groups.weight_for(&variants) else {
@@ -420,8 +528,7 @@ impl PendingSortKey {
                     variant_weight,
                     signature,
                     count,
-                    name,
-                    important,
+                    text,
                 }
             }
         }
@@ -444,15 +551,13 @@ fn compare(a: &SortKey, b: &SortKey) -> Ordering {
                 variant_weight: v1,
                 signature: s1,
                 count: c1,
-                name: n1,
-                important: i1,
+                text: t1,
             },
             SortKey::Known {
                 variant_weight: v2,
                 signature: s2,
                 count: c2,
-                name: n2,
-                important: i2,
+                text: t2,
             },
             // Variants sort outermost — a plain utility before any
             // variant (`flex hover:flex sm:flex`).
@@ -462,12 +567,10 @@ fn compare(a: &SortKey, b: &SortKey) -> Ordering {
             // Wider utilities (e.g. `sr-only` setting 9 properties) win
             // a signature tie so they sort before narrower utilities.
             .then_with(|| c2.cmp(c1))
-            // Candidates with one placement order by name, the way
+            // Bucket ties order by the whole candidate text, the way
             // Tailwind emits them (`m-2 m-4 m-auto m-px`,
-            // `collapse invisible visible`).
-            .then_with(|| n1.compare(n2))
-            // A plain utility precedes its important twin (`flex flex!`).
-            .then_with(|| i1.cmp(i2)),
+            // `collapse invisible visible`, `flex flex!`).
+            .then_with(|| t1.compare(t2)),
     }
 }
 
@@ -690,30 +793,26 @@ mod tests {
     use super::*;
     use biome_tailwind_parser::parse_tailwind;
 
+    /// A known key with the given placement whose text is the placeholder
+    /// candidate `x`, for tests that only exercise the placement.
     fn known(property_idx: u16, property_count: u8) -> SortKey {
+        let parsed = parse_tailwind("x");
+        let candidate = parsed.tree().candidates().iter().next().unwrap();
         SortKey::Known {
             variant_weight: VariantWeight::default(),
             signature: Signature::Property(property_idx),
             count: property_count,
-            name: NameKey::default(),
-            important: false,
+            text: CandidateText(candidate.syntax().clone()),
         }
     }
 
-    /// The name of a known key — sign plus candidate text — materialized
-    /// for assertion messages.
+    /// The candidate text of a known key, materialized for assertion
+    /// messages.
     fn name_text(key: &SortKey) -> String {
-        let SortKey::Known { name, .. } = key else {
+        let SortKey::Known { text, .. } = key else {
             panic!("expected a known key");
         };
-        let mut out = String::new();
-        if name.negative {
-            out.push('-');
-        }
-        if let Some(text) = &name.text {
-            out.push_str(&text.to_string());
-        }
-        out
+        text.text().to_string()
     }
 
     fn nat_cmp(a: &str, b: &str) -> Ordering {
@@ -738,6 +837,45 @@ mod tests {
     /// way `sort_class_list` does. Needed to exercise variant-against-variant
     /// ordering: [classify] builds groups per candidate, so every lone
     /// variant lands in group 0 and compares equal to any other.
+    #[test]
+    fn candidate_text_compare_matches_the_collator() {
+        // Every pair from a corpus that hits the fast path's edges: shared
+        // variant prefixes, digit runs cut at the divergence (`p-12` /
+        // `p-1a`), prefixes of one another, divergence inside a multi-byte
+        // character (`w-é` / `w-è` share the lead byte), and both `!`
+        // spellings.
+        let corpus = "p-1 p-12 p-1a p-2 p-4 p-40 p-400 p-4! !p-4 hover:p-4 hover:p-2 \
+            hover:sm:flex sm:hover:flex sm:hover:block hover:sm:block \
+            @sm:block @sm/main:flex @sm:flex bg-red-500/50 bg-red-500/[.35] \
+            bg-red-500/[.3] w-1/2 w-1/3 w-[1px] w-[10px] w-auto -m-4 m-4 -m-px \
+            [color:red] [color:red]! w-é w-è w-éa w-éb w-ü w-ǖ flex \
+            flex! !flex text-red-500 text-red-50 text-red-5000 p-4/50 hover:!p-4";
+        let parsed = parse_tailwind(corpus);
+        let texts: Vec<CandidateText> = parsed
+            .tree()
+            .candidates()
+            .iter()
+            .map(|c| CandidateText(c.syntax().clone()))
+            .collect();
+        for a in &texts {
+            for b in &texts {
+                let expected = TwNameCollator.cmp(a.text().chars(), b.text().chars());
+                assert_eq!(
+                    a.compare(b),
+                    expected,
+                    "{} vs {}",
+                    a.text(),
+                    b.text()
+                );
+            }
+        }
+    }
+
+    /// Sort a class string end to end.
+    fn sort(input: &str) -> String {
+        sort_class_list(&parse_tailwind(input).tree())
+    }
+
     fn classify_all(input: &str) -> Vec<SortKey> {
         let parsed = parse_tailwind(input);
         let pending: Vec<PendingSortKey> = parsed
@@ -819,18 +957,24 @@ mod tests {
 
     #[test]
     fn compare_breaks_exact_key_tie_plain_before_important() {
-        let plain = known(5, 1);
-        let important = SortKey::Known {
-            variant_weight: VariantWeight::default(),
-            signature: Signature::Property(5),
-            count: 1,
-            name: NameKey::default(),
-            important: true,
-        };
+        let plain = classify("flex");
+        let important = classify("flex!");
         assert_eq!(compare(&plain, &important), Ordering::Less);
         assert_eq!(compare(&important, &plain), Ordering::Greater);
     }
 
+    #[test]
+    fn compare_breaks_bucket_tie_by_variant_spelling_before_name() {
+        // `hover:sm:` and `sm:hover:` weigh the same, so Tailwind falls
+        // through to the whole candidate text, where the variant spelling
+        // comes before the utility name.
+        assert_eq!(
+            sort("sm:hover:block hover:sm:flex"),
+            "hover:sm:flex sm:hover:block"
+        );
+        assert_eq!(sort("@sm:block @sm/main:flex"), "@sm/main:flex @sm:block");
+    }
+
     #[test]
     fn compare_orders_by_first_differing_signature_index() {
         // `container` touches `--tw-container-component`, which precedes
@@ -853,7 +997,7 @@ mod tests {
 
     #[test]
     fn compare_breaks_bucket_tie_by_name_before_importance() {
-        // `p-2! p-4`: the name decides, the important suffix does not
+        // `p-2! p-4`: the name decides; the important suffix does not
         // pull `p-4` ahead of `p-2!`.
         let important_two = classify("p-2!");
         let plain_four = classify("p-4");
@@ -1101,10 +1245,7 @@ mod tests {
         let display_idx = *PROPERTY_INDEX.get("display").unwrap();
         let key = classify("[display:block]");
         let SortKey::Known {
-            signature,
-            count,
-            important: false,
-            ..
+            signature, count, ..
         } = &key
         else {
             panic!("expected a plain known key");
@@ -1140,50 +1281,39 @@ mod tests {
             variant_weight,
             signature,
             count,
-            name,
-            important: false,
+            ..
         } = classify("flex")
         else {
             panic!("expected `flex` to classify as a plain known key");
         };
-        assert_eq!(
-            classify("flex!"),
-            SortKey::Known {
-                variant_weight,
-                signature,
-                count,
-                name,
-                important: true,
-            }
-        );
+        let SortKey::Known {
+            variant_weight: important_weight,
+            signature: important_signature,
+            count: important_count,
+            text,
+        } = classify("flex!")
+        else {
+            panic!("expected `flex!` to classify as a known key");
+        };
+        assert_eq!(important_weight, variant_weight);
+        assert_eq!(important_signature, signature);
+        assert_eq!(important_count, count);
+        assert_eq!(text.text(), "flex!");
     }
 
     #[test]
     fn important_suffix_classifies_functional_and_arbitrary_candidates() {
-        assert!(matches!(
-            classify("p-4!"),
-            SortKey::Known {
-                important: true,
-                ..
-            }
-        ));
-        assert!(matches!(
-            classify("[display:block]!"),
-            SortKey::Known {
-                important: true,
-                ..
-            }
-        ));
+        assert!(matches!(classify("p-4!"), SortKey::Known { .. }));
+        assert!(matches!(classify("[display:block]!"), SortKey::Known { .. }));
+        assert_eq!(sort("p-4! p-4 [display:block]! [display:block]"), "[display:block] [display:block]! p-4 p-4!");
     }
 
     #[test]
     fn variants_classify_and_keep_importance() {
         // A recognized variant places the candidate; `!` still rides
         // through as the final tiebreak.
-        assert!(matches!(
-            classify("hover:flex!"),
-            SortKey::Known { important: true, .. }
-        ));
+        assert!(matches!(classify("hover:flex!"), SortKey::Known { .. }));
+        assert_eq!(sort("hover:flex! hover:flex"), "hover:flex hover:flex!");
         // A variant sorts after its variantless twin.
         assert_eq!(
             compare(&classify("flex"), &classify("hover:flex")),
@@ -1244,13 +1374,21 @@ mod tests {
 
     #[test]
     fn variants_resolving_equal_lengths_share_a_rank() {
-        // `min-[40rem]` and `sm` both resolve 40rem, so their keys tie;
-        // `sort_class_list` breaks the tie on candidate text.
+        // `min-[40rem]` and `sm` both resolve 40rem, so their variant
+        // weights tie and the candidate text decides.
         let keys = classify_all("min-[40rem]:flex sm:flex");
-        assert_eq!(compare(&keys[0], &keys[1]), Ordering::Equal);
-        // A container modifier does not participate in ordering.
+        assert_eq!(weight_of(&keys[0]), weight_of(&keys[1]));
+        assert_eq!(compare(&keys[0], &keys[1]), Ordering::Less);
+        // A container modifier does not participate in the weight.
         let keys = classify_all("@sm/main:flex @sm:flex");
-        assert_eq!(compare(&keys[0], &keys[1]), Ordering::Equal);
+        assert_eq!(weight_of(&keys[0]), weight_of(&keys[1]));
+    }
+
+    fn weight_of(key: &SortKey) -> &VariantWeight {
+        let SortKey::Known { variant_weight, .. } = key else {
+            panic!("expected a known key");
+        };
+        variant_weight
     }
 
     #[test]
@@ -1340,9 +1478,9 @@ mod tests {
         // The sign comes from the full candidate, outside the inner
         // candidate node.
         assert_eq!(text_of("-mt-2"), "-mt-2");
-        // The important suffix is not part of the name; it is a separate
-        // final tiebreak.
-        assert_eq!(text_of("p-4!"), "p-4");
+        // The important suffix and the variants ride along too.
+        assert_eq!(text_of("p-4!"), "p-4!");
+        assert_eq!(text_of("hover:p-4"), "hover:p-4");
     }
 
     // endregion: sort key classification
diff --git a/crates/biome_js_analyze/tests/sort_v4/cases.jsonc b/crates/biome_js_analyze/tests/sort_v4/cases.jsonc
index eb1424f57637..f9490d94d3e9 100644
--- a/crates/biome_js_analyze/tests/sort_v4/cases.jsonc
+++ b/crates/biome_js_analyze/tests/sort_v4/cases.jsonc
@@ -269,6 +269,18 @@
 	"bg-red-500! flex p-4",         // theme value + important
 	"flex! block",                  // static bucket + important
 	"[display:block]! [color:red]", // arbitrary candidate + important
+
+	// The legacy leading `!` (`!flex`) still parses as important and,
+	// like everything else in a bucket, orders by the whole text — so
+	// `!` (0x21) puts it ahead of its plain twin and of every letter.
+	// Expected order cross-checked against tailwindcss 4.3.3.
+	"flex! !flex flex",                  // `!flex flex flex!`
+	"block !flex flex",                  // `!flex block flex`
+	"p-4 !p-2 p-2! !p-4",                // `!p-2 !p-4 p-2! p-4`
+	"hover:flex hover:!p-4 !flex md:p-4 md:!flex",
+	"!-m-4 -m-4 !m-4 m-4",               // sign after the `!`
+	"!bg-red-500/50 bg-red-500/50 ![color:red] [color:red]",
+	"!flex! flex !hover:flex",           // both `!`s or `!` before variants: unknown, front
 	"mt-4 -mt-2!",                  // negative + important
 	"not-a-class! flex",            // unknown base stays front even with `!`
 	// ─── variants ──────────────────────────────────────────────────
@@ -287,6 +299,13 @@
 	"md:flex sm:flex flex max-lg:flex max-sm:flex min-lg:flex", // responsive, min/max
 	"md:hover:flex hover:flex flex md:flex",              // compound
 
+	// Variant stacks that weigh the same tie on the whole candidate
+	// text, so the variant spelling decides before the utility name.
+	// Expected order cross-checked against tailwindcss 4.3.3.
+	"sm:hover:block hover:sm:flex",     // `h` < `s` beats `block` < `flex`
+	"hover:sm:p-4 sm:hover:p-2",
+	"@sm:block @sm/main:flex",          // `/` < `:` beats `block` < `flex`
+
 	// ─── container-query and child variants ────────────────────────
 	// `@sm`/`@md` glue the container root to a size; `@max-*` descend,
 	// `*`/`**` are the child / descendant variants. Cross-checked
diff --git a/crates/biome_js_analyze/tests/sort_v4/cases.snap b/crates/biome_js_analyze/tests/sort_v4/cases.snap
index 54a0eab1a846..4e7a1a9b45be 100644
--- a/crates/biome_js_analyze/tests/sort_v4/cases.snap
+++ b/crates/biome_js_analyze/tests/sort_v4/cases.snap
@@ -438,6 +438,27 @@ sorted: block flex!
 input:  [display:block]! [color:red]
 sorted: [display:block]! [color:red]
 ---
+input:  flex! !flex flex
+sorted: !flex flex flex!
+---
+input:  block !flex flex
+sorted: !flex block flex
+---
+input:  p-4 !p-2 p-2! !p-4
+sorted: !p-2 !p-4 p-2! p-4
+---
+input:  hover:flex hover:!p-4 !flex md:p-4 md:!flex
+sorted: !flex hover:flex hover:!p-4 md:!flex md:p-4
+---
+input:  !-m-4 -m-4 !m-4 m-4
+sorted: !-m-4 !m-4 -m-4 m-4
+---
+input:  !bg-red-500/50 bg-red-500/50 ![color:red] [color:red]
+sorted: !bg-red-500/50 bg-red-500/50 ![color:red] [color:red]
+---
+input:  !flex! flex !hover:flex
+sorted: !flex! !hover:flex flex
+---
 input:  mt-4 -mt-2!
 sorted: -mt-2! mt-4
 ---
@@ -474,6 +495,15 @@ sorted: flex max-lg:flex max-sm:flex sm:flex md:flex min-lg:flex
 input:  md:hover:flex hover:flex flex md:flex
 sorted: flex hover:flex md:flex md:hover:flex
 ---
+input:  sm:hover:block hover:sm:flex
+sorted: hover:sm:flex sm:hover:block
+---
+input:  hover:sm:p-4 sm:hover:p-2
+sorted: hover:sm:p-4 sm:hover:p-2
+---
+input:  @sm:block @sm/main:flex
+sorted: @sm/main:flex @sm:block
+---
 input:  flex sm:flex @sm:flex @md:flex @max-lg:flex
 sorted: flex sm:flex @max-lg:flex @sm:flex @md:flex
 ---
diff --git a/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx b/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx
index 8b7c58db6c0f..80065ec5a1c2 100644
--- a/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx
+++ b/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx
@@ -7,6 +7,8 @@ export function Component() {
 			<div className={tw.div`overflow-hidden text-ellipsis whitespace-nowrap`} />
 			<div className="scale-x-50 scale-y-50 scale-z-50" />
 			<div className="content-center justify-center" />
+			<div className="!border-x !border-y" />
+			<div className="!content-center !justify-center" />
 		</>
 	);
 }
diff --git a/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx.snap b/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx.snap
index 74896dad317f..5d406aec60a8 100644
--- a/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx.snap
+++ b/crates/biome_js_analyze/tests/specs/nursery/useTailwindShorthandClasses/invalid.jsx.snap
@@ -13,6 +13,8 @@ export function Component() {
 			<div className={tw.div`overflow-hidden text-ellipsis whitespace-nowrap`} />
 			<div className="scale-x-50 scale-y-50 scale-z-50" />
 			<div className="content-center justify-center" />
+			<div className="!border-x !border-y" />
+			<div className="!content-center !justify-center" />
 		</>
 	);
 }
@@ -204,7 +206,7 @@ invalid.jsx:8:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
    > 8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
        │ 			                ^^^^^^^^^^
      9 │ 			<div className="content-center justify-center" />
-    10 │ 		</>
+    10 │ 			<div className="!border-x !border-y" />
   
   i Compressible utility used here.
   
@@ -213,7 +215,7 @@ invalid.jsx:8:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
    > 8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
        │ 			                           ^^^^^^^^^^
      9 │ 			<div className="content-center justify-center" />
-    10 │ 		</>
+    10 │ 			<div className="!border-x !border-y" />
   
   i Compressible utility used here.
   
@@ -222,7 +224,7 @@ invalid.jsx:8:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
    > 8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
        │ 			                                      ^^^^^^^^^^
      9 │ 			<div className="content-center justify-center" />
-    10 │ 		</>
+    10 │ 			<div className="!border-x !border-y" />
   
   i Using fewer classes reduces duplication and improves readability.
   
@@ -237,7 +239,7 @@ invalid.jsx:8:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
      8    │ - → → → <div·className="scale-x-50·scale-y-50·scale-z-50"·/>
         8 │ + → → → <div·className="scale-50·scale-3d"·/>
      9  9 │         <div className="content-center justify-center" />
-    10 10 │       </>
+    10 10 │         <div className="!border-x !border-y" />
   
 
 ```
@@ -251,8 +253,8 @@ invalid.jsx:9:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
      8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
    > 9 │ 			<div className="content-center justify-center" />
        │ 			                ^^^^^^^^^^^^^^
-    10 │ 		</>
-    11 │ 	);
+    10 │ 			<div className="!border-x !border-y" />
+    11 │ 			<div className="!content-center !justify-center" />
   
   i Compressible utility used here.
   
@@ -260,8 +262,8 @@ invalid.jsx:9:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
      8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
    > 9 │ 			<div className="content-center justify-center" />
        │ 			                               ^^^^^^^^^^^^^^
-    10 │ 		</>
-    11 │ 	);
+    10 │ 			<div className="!border-x !border-y" />
+    11 │ 			<div className="!content-center !justify-center" />
   
   i Using fewer classes reduces duplication and improves readability.
   
@@ -275,8 +277,81 @@ invalid.jsx:9:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━
      8  8 │         <div className="scale-x-50 scale-y-50 scale-z-50" />
      9    │ - → → → <div·className="content-center·justify-center"·/>
         9 │ + → → → <div·className="place-content-center"·/>
-    10 10 │       </>
-    11 11 │     );
+    10 10 │         <div className="!border-x !border-y" />
+    11 11 │         <div className="!content-center !justify-center" />
+  
+
+```
+
+```
+invalid.jsx:10:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
+
+  i These Tailwind classes can be replaced with a shorthand class.
+  
+     8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
+     9 │ 			<div className="content-center justify-center" />
+  > 10 │ 			<div className="!border-x !border-y" />
+       │ 			                ^^^^^^^^^
+    11 │ 			<div className="!content-center !justify-center" />
+    12 │ 		</>
+  
+  i Compressible utility used here.
+  
+     8 │ 			<div className="scale-x-50 scale-y-50 scale-z-50" />
+     9 │ 			<div className="content-center justify-center" />
+  > 10 │ 			<div className="!border-x !border-y" />
+       │ 			                          ^^^^^^^^^
+    11 │ 			<div className="!content-center !justify-center" />
+    12 │ 		</>
+  
+  i Using fewer classes reduces duplication and improves readability.
+  
+  i This rule is still being actively worked on, so it may be missing features or have rough edges. Visit https://github.com/biomejs/biome/issues/11342 for more information or to report possible bugs.
+  
+  i This rule belongs to the nursery group, which means it is not yet stable and may change in the future. Visit https://biomejs.dev/linter/#nursery for more information.
+  
+  i Unsafe fix: Use the Tailwind shorthand classes.
+  
+    10 │ → → → <div·className="!border-x·!border-y"·/>
+       │                              ------------    
+
+```
+
+```
+invalid.jsx:11:20 lint/nursery/useTailwindShorthandClasses  FIXABLE  ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
+
+  i These Tailwind classes can be replaced with a shorthand class.
+  
+     9 │ 			<div className="content-center justify-center" />
+    10 │ 			<div className="!border-x !border-y" />
+  > 11 │ 			<div className="!content-center !justify-center" />
+       │ 			                ^^^^^^^^^^^^^^^
+    12 │ 		</>
+    13 │ 	);
+  
+  i Compressible utility used here.
+  
+     9 │ 			<div className="content-center justify-center" />
+    10 │ 			<div className="!border-x !border-y" />
+  > 11 │ 			<div className="!content-center !justify-center" />
+       │ 			                                ^^^^^^^^^^^^^^^
+    12 │ 		</>
+    13 │ 	);
+  
+  i Using fewer classes reduces duplication and improves readability.
+  
+  i This rule is still being actively worked on, so it may be missing features or have rough edges. Visit https://github.com/biomejs/biome/issues/11342 for more information or to report possible bugs.
+  
+  i This rule belongs to the nursery group, which means it is not yet stable and may change in the future. Visit https://biomejs.dev/linter/#nursery for more information.
+  
+  i Unsafe fix: Use the Tailwind shorthand classes.
+  
+     9  9 │         <div className="content-center justify-center" />
+    10 10 │         <div className="!border-x !border-y" />
+    11    │ - → → → <div·className="!content-center·!justify-center"·/>
+       11 │ + → → → <div·className="!place-content-center"·/>
+    12 12 │       </>
+    13 13 │     );
   
 
 ```
diff --git a/crates/biome_tailwind_factory/src/generated/node_factory.rs b/crates/biome_tailwind_factory/src/generated/node_factory.rs
index 25d5cf8515a3..4d32580b00c2 100644
--- a/crates/biome_tailwind_factory/src/generated/node_factory.rs
+++ b/crates/biome_tailwind_factory/src/generated/node_factory.rs
@@ -314,6 +314,7 @@ pub fn tw_full_candidate(
     TwFullCandidateBuilder {
         variants,
         candidate,
+        legacy_important_token: None,
         negative_token: None,
         excl_token: None,
     }
@@ -321,10 +322,15 @@ pub fn tw_full_candidate(
 pub struct TwFullCandidateBuilder {
     variants: TwVariantList,
     candidate: AnyTwCandidate,
+    legacy_important_token: Option<SyntaxToken>,
     negative_token: Option<SyntaxToken>,
     excl_token: Option<SyntaxToken>,
 }
 impl TwFullCandidateBuilder {
+    pub fn with_legacy_important_token(mut self, legacy_important_token: SyntaxToken) -> Self {
+        self.legacy_important_token = Some(legacy_important_token);
+        self
+    }
     pub fn with_negative_token(mut self, negative_token: SyntaxToken) -> Self {
         self.negative_token = Some(negative_token);
         self
@@ -338,6 +344,8 @@ impl TwFullCandidateBuilder {
             TailwindSyntaxKind::TW_FULL_CANDIDATE,
             [
                 Some(SyntaxElement::Node(self.variants.into_syntax())),
+                self.legacy_important_token
+                    .map(|token| SyntaxElement::Token(token)),
                 self.negative_token.map(|token| SyntaxElement::Token(token)),
                 Some(SyntaxElement::Node(self.candidate.into_syntax())),
                 self.excl_token.map(|token| SyntaxElement::Token(token)),
diff --git a/crates/biome_tailwind_factory/src/generated/syntax_factory.rs b/crates/biome_tailwind_factory/src/generated/syntax_factory.rs
index e5917f1afad6..1ed6bfb74ec4 100644
--- a/crates/biome_tailwind_factory/src/generated/syntax_factory.rs
+++ b/crates/biome_tailwind_factory/src/generated/syntax_factory.rs
@@ -680,7 +680,7 @@ impl SyntaxFactory for TailwindSyntaxFactory {
             }
             TW_FULL_CANDIDATE => {
                 let mut elements = (&children).into_iter();
-                let mut slots: RawNodeSlots<4usize> = RawNodeSlots::default();
+                let mut slots: RawNodeSlots<5usize> = RawNodeSlots::default();
                 let mut current_element = elements.next();
                 if let Some(element) = &current_element
                     && TwVariantList::can_cast(element.kind())
@@ -689,6 +689,13 @@ impl SyntaxFactory for TailwindSyntaxFactory {
                     current_element = elements.next();
                 }
                 slots.next_slot();
+                if let Some(element) = &current_element
+                    && element.kind() == T![!]
+                {
+                    slots.mark_present();
+                    current_element = elements.next();
+                }
+                slots.next_slot();
                 if let Some(element) = &current_element
                     && element.kind() == T ! [-]
                 {
diff --git a/crates/biome_tailwind_logic/src/use_tailwind_shorthand_classes.rs b/crates/biome_tailwind_logic/src/use_tailwind_shorthand_classes.rs
index 0a30f3cceda6..edd482cfe9f9 100644
--- a/crates/biome_tailwind_logic/src/use_tailwind_shorthand_classes.rs
+++ b/crates/biome_tailwind_logic/src/use_tailwind_shorthand_classes.rs
@@ -475,6 +475,9 @@ fn apply_auto_fix(
                 to_modify.variants(),
                 AnyTwCandidate::TwStaticCandidate(new_static),
             );
+            if let Some(legacy_important) = to_modify.legacy_important_token() {
+                new_full = new_full.with_legacy_important_token(legacy_important);
+            }
             if let Some(excl_token) = to_modify.excl_token() {
                 new_full = new_full.with_excl_token(excl_token);
             }
@@ -510,12 +513,17 @@ fn apply_auto_fix(
                         new_static = new_static.with_modifier(modifier);
                     }
                     let new_static = new_static.build();
-                    let new_full = make::tw_full_candidate(
+                    let mut new_full = make::tw_full_candidate(
                         to_modify.variants(),
                         AnyTwCandidate::TwStaticCandidate(new_static),
-                    )
-                    .build();
-                    mutation.replace_node(to_modify, new_full);
+                    );
+                    if let Some(legacy_important) = to_modify.legacy_important_token() {
+                        new_full = new_full.with_legacy_important_token(legacy_important);
+                    }
+                    if let Some(excl_token) = to_modify.excl_token() {
+                        new_full = new_full.with_excl_token(excl_token);
+                    }
+                    mutation.replace_node(to_modify, new_full.build());
                 }
                 _ => return None,
             }
diff --git a/crates/biome_tailwind_parser/src/syntax/mod.rs b/crates/biome_tailwind_parser/src/syntax/mod.rs
index a476e71c4144..c9cd4adbbfc5 100644
--- a/crates/biome_tailwind_parser/src/syntax/mod.rs
+++ b/crates/biome_tailwind_parser/src/syntax/mod.rs
@@ -72,6 +72,11 @@ fn parse_full_candidate(p: &mut TailwindParser) -> ParsedSyntax {
         variants.complete(p, TW_VARIANT_LIST);
     }
 
+    // Tailwind's legacy important spelling puts the `!` right before the
+    // utility, after the variants and before the sign (`hover:!flex`,
+    // `!-m-4`).
+    let legacy_important = p.eat(T![!]);
+
     if p.at(T![-]) {
         p.bump_with_context(T![-], TailwindLexContext::SawNegative);
     }
@@ -94,7 +99,12 @@ fn parse_full_candidate(p: &mut TailwindParser) -> ParsedSyntax {
         }
     }
 
-    if p.at(T![!]) {
+    // The trailing `!` must be glued to the utility; whitespace before it
+    // means the next class starts with the legacy `!` instead.
+    if p.at(T![!]) && !p.source().had_trivia_before() {
+        if legacy_important {
+            p.error(duplicate_important(p, p.cur_range()));
+        }
         p.bump(T![!]);
     }
 
diff --git a/crates/biome_tailwind_parser/src/syntax/parse_error.rs b/crates/biome_tailwind_parser/src/syntax/parse_error.rs
index 9f227a7b4dc7..2cec116c1dbc 100644
--- a/crates/biome_tailwind_parser/src/syntax/parse_error.rs
+++ b/crates/biome_tailwind_parser/src/syntax/parse_error.rs
@@ -19,3 +19,13 @@ pub(crate) fn expected_value(p: &TailwindParser, range: TextRange) -> ParseDiagn
 pub(crate) fn expected_modifier(p: &TailwindParser, range: TextRange) -> ParseDiagnostic {
     expected_node("modifier", range, p).into_diagnostic(p)
 }
+
+/// A candidate spelled important twice: with the legacy leading `!` and
+/// the trailing `!` (`!flex!`). Tailwind rejects the combination.
+pub(crate) fn duplicate_important(p: &TailwindParser, range: TextRange) -> ParseDiagnostic {
+    p.err_builder(
+        "A candidate can't be marked important with both a leading and a trailing `!`.",
+        range,
+    )
+    .with_hint("Keep only the trailing `!` (`flex!`); the leading form is legacy syntax.")
+}
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-property.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-property.txt.snap
index 6f992d6ffe07..4c48128685b4 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-property.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-property.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwBogusCandidate {
                 items: [
@@ -46,14 +47,15 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..11
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_BOGUS_CANDIDATE@0..11
+      2: (empty)
+      3: TW_BOGUS_CANDIDATE@0..11
         0: L_BRACKET@0..1 "[" [] []
         1: TW_SELECTOR@1..6 ":40px" [] []
         2: R_BRACKET@6..8 "]" [] [Whitespace(" ")]
         3: TW_BASE@8..9 "w" [] []
         4: DASH@9..10 "-" [] []
         5: TW_NUMBER@10..11 "5" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@11..12 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-value-in-arbitrary.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-value-in-arbitrary.txt.snap
index 690425bf6fad..b31f2abad55d 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-value-in-arbitrary.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/arbitrary-candidate/missing-value-in-arbitrary.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@0..1 "[" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@9..10 "w" [] [],
@@ -57,24 +59,26 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..9
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@0..9
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@0..9
         0: L_BRACKET@0..1 "[" [] []
         1: TW_PROPERTY@1..6 "width" [] []
         2: COLON@6..7 ":" [] []
         3: CSS_GENERIC_COMPONENT_VALUE_LIST@7..7
         4: R_BRACKET@7..9 "]" [] [Whitespace(" ")]
         5: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@9..12
       0: TW_VARIANT_LIST@9..9
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@9..12
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@9..12
         0: TW_BASE@9..10 "w" [] []
         1: DASH@10..11 "-" [] []
         2: TW_NUMBER_VALUE@11..12
           0: TW_NUMBER@11..12 "5" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@12..13 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/candidate-modifier-before-colon.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/candidate-modifier-before-colon.txt.snap
index c79a756b813c..732101664ff4 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/candidate-modifier-before-colon.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/candidate-modifier-before-colon.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwBogusCandidate {
                 items: [
@@ -47,7 +48,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..15
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_BOGUS_CANDIDATE@0..15
+      2: (empty)
+      3: TW_BOGUS_CANDIDATE@0..15
         0: L_BRACKET@0..1 "[" [] []
         1: TW_SELECTOR@1..8 "foo:bar" [] []
         2: R_BRACKET@8..9 "]" [] []
@@ -55,7 +57,7 @@ TwRoot {
         4: TW_VALUE@10..13 "mod" [] []
         5: COLON@13..14 ":" [] []
         6: TW_BASE@14..15 "x" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@15..16 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-arbitrary-values.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-arbitrary-values.txt.snap
index 8b472b8fa9e1..e464e634a56e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-arbitrary-values.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-arbitrary-values.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -56,6 +57,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@17..19 "bg" [] [],
@@ -98,6 +100,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@34..36 "bg" [] [],
@@ -144,7 +147,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..17
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..17
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_ARBITRARY_VALUE@2..17
@@ -166,11 +170,12 @@ TwRoot {
               3: R_PAREN@14..15 ")" [] []
           2: R_BRACKET@15..17 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@17..34
       0: TW_VARIANT_LIST@17..17
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@17..34
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@17..34
         0: TW_BASE@17..19 "bg" [] []
         1: DASH@19..20 "-" [] []
         2: TW_ARBITRARY_VALUE@20..34
@@ -195,11 +200,12 @@ TwRoot {
               3: R_PAREN@31..32 ")" [] []
           2: R_BRACKET@32..34 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@34..82
       0: TW_VARIANT_LIST@34..34
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@34..82
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@34..82
         0: TW_BASE@34..36 "bg" [] []
         1: DASH@36..37 "-" [] []
         2: TW_BOGUS_VALUE@37..82
@@ -216,7 +222,7 @@ TwRoot {
               1: R_PAREN@80..81 ")" [] []
           2: R_BRACKET@81..82 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@82..83 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-number-exponents.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-number-exponents.txt.snap
index 21f30ab9ceb5..67b00b1f71e3 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-number-exponents.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/css-number-exponents.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -39,6 +40,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@7..8 "w" [] [],
@@ -75,7 +77,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..7
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..7
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..7
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_ARBITRARY_VALUE@2..7
@@ -86,11 +89,12 @@ TwRoot {
               1: IDENT@4..5 "e" [] []
           2: R_BRACKET@5..7 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@7..14
       0: TW_VARIANT_LIST@7..7
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@7..14
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@7..14
         0: TW_BASE@7..8 "w" [] []
         1: DASH@8..9 "-" [] []
         2: TW_ARBITRARY_VALUE@9..14
@@ -104,7 +108,7 @@ TwRoot {
               1: (empty)
           2: R_BRACKET@13..14 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@14..15 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/duplicate-important.txt b/crates/biome_tailwind_parser/tests/tailwind_specs/error/duplicate-important.txt
new file mode 100644
index 000000000000..0b16abee9086
--- /dev/null
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/duplicate-important.txt
@@ -0,0 +1,2 @@
+!flex! p-4 md:!flex! flex
+!hover:flex p-4
\ No newline at end of file
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/duplicate-important.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/duplicate-important.txt.snap
new file mode 100644
index 000000000000..3674b99b8815
--- /dev/null
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/duplicate-important.txt.snap
@@ -0,0 +1,197 @@
+---
+source: crates/biome_tailwind_parser/tests/spec_test.rs
+expression: snapshot
+---
+
+## Input
+
+```text
+!flex! p-4 md:!flex! flex
+!hover:flex p-4
+```
+
+
+## AST
+
+```
+TwRoot {
+    bom_token: missing (optional),
+    candidates: TwCandidateList [
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@0..1 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@1..5 "flex" [] [],
+                modifier: missing (optional),
+            },
+            excl_token: BANG@5..7 "!" [] [Whitespace(" ")],
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: missing (optional),
+            negative_token: missing (optional),
+            candidate: TwFunctionalCandidate {
+                base_token: TW_BASE@7..8 "p" [] [],
+                minus_token: DASH@8..9 "-" [] [],
+                value: TwNumberValue {
+                    value_token: TW_NUMBER@9..11 "4" [] [Whitespace(" ")],
+                },
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [
+                TwVariantExpression {
+                    segments: TwVariantSegmentList [
+                        TwNamedVariantSegment {
+                            value_token: TW_VARIANT_SEGMENT@11..13 "md" [] [],
+                        },
+                    ],
+                    glued_value: missing (optional),
+                    modifier: missing (optional),
+                },
+                COLON@13..14 ":" [] [],
+            ],
+            legacy_important_token: BANG@14..15 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@15..19 "flex" [] [],
+                modifier: missing (optional),
+            },
+            excl_token: BANG@19..21 "!" [] [Whitespace(" ")],
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: missing (optional),
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@21..25 "flex" [] [],
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@25..27 "!" [Newline("\n")] [],
+            negative_token: missing (optional),
+            candidate: TwBogusCandidate {
+                items: [
+                    TW_BASE@27..32 "hover" [] [],
+                    COLON@32..33 ":" [] [],
+                    TW_BASE@33..38 "flex" [] [Whitespace(" ")],
+                    TW_BASE@38..39 "p" [] [],
+                    DASH@39..40 "-" [] [],
+                    TW_NUMBER@40..41 "4" [] [],
+                ],
+            },
+            excl_token: missing (optional),
+        },
+    ],
+    eof_token: EOF@41..41 "" [] [],
+}
+```
+
+## CST
+
+```
+0: TW_ROOT@0..41
+  0: (empty)
+  1: TW_CANDIDATE_LIST@0..41
+    0: TW_FULL_CANDIDATE@0..7
+      0: TW_VARIANT_LIST@0..0
+      1: BANG@0..1 "!" [] []
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@1..5
+        0: TW_BASE@1..5 "flex" [] []
+        1: (empty)
+      4: BANG@5..7 "!" [] [Whitespace(" ")]
+    1: TW_FULL_CANDIDATE@7..11
+      0: TW_VARIANT_LIST@7..7
+      1: (empty)
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@7..11
+        0: TW_BASE@7..8 "p" [] []
+        1: DASH@8..9 "-" [] []
+        2: TW_NUMBER_VALUE@9..11
+          0: TW_NUMBER@9..11 "4" [] [Whitespace(" ")]
+        3: (empty)
+      4: (empty)
+    2: TW_FULL_CANDIDATE@11..21
+      0: TW_VARIANT_LIST@11..14
+        0: TW_VARIANT_EXPRESSION@11..13
+          0: TW_VARIANT_SEGMENT_LIST@11..13
+            0: TW_NAMED_VARIANT_SEGMENT@11..13
+              0: TW_VARIANT_SEGMENT@11..13 "md" [] []
+          1: (empty)
+          2: (empty)
+        1: COLON@13..14 ":" [] []
+      1: BANG@14..15 "!" [] []
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@15..19
+        0: TW_BASE@15..19 "flex" [] []
+        1: (empty)
+      4: BANG@19..21 "!" [] [Whitespace(" ")]
+    3: TW_FULL_CANDIDATE@21..25
+      0: TW_VARIANT_LIST@21..21
+      1: (empty)
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@21..25
+        0: TW_BASE@21..25 "flex" [] []
+        1: (empty)
+      4: (empty)
+    4: TW_FULL_CANDIDATE@25..41
+      0: TW_VARIANT_LIST@25..25
+      1: BANG@25..27 "!" [Newline("\n")] []
+      2: (empty)
+      3: TW_BOGUS_CANDIDATE@27..41
+        0: TW_BASE@27..32 "hover" [] []
+        1: COLON@32..33 ":" [] []
+        2: TW_BASE@33..38 "flex" [] [Whitespace(" ")]
+        3: TW_BASE@38..39 "p" [] []
+        4: DASH@39..40 "-" [] []
+        5: TW_NUMBER@40..41 "4" [] []
+      4: (empty)
+  2: EOF@41..41 "" [] []
+
+```
+
+## Diagnostics
+
+```
+duplicate-important.txt:1:6 parse ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
+
+  × A candidate can't be marked important with both a leading and a trailing `!`.
+  
+  > 1 │ !flex! p-4 md:!flex! flex
+      │      ^
+    2 │ !hover:flex p-4
+  
+  i Keep only the trailing `!` (`flex!`); the leading form is legacy syntax.
+  
+duplicate-important.txt:1:20 parse ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
+
+  × A candidate can't be marked important with both a leading and a trailing `!`.
+  
+  > 1 │ !flex! p-4 md:!flex! flex
+      │                    ^
+    2 │ !hover:flex p-4
+  
+  i Keep only the trailing `!` (`flex!`); the leading form is legacy syntax.
+  
+duplicate-important.txt:2:2 parse ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
+
+  × Expected a candidate but instead found 'hover:flex p-4'.
+  
+    1 │ !flex! p-4 md:!flex! flex
+  > 2 │ !hover:flex p-4
+      │  ^^^^^^^^^^^^^^
+  
+  i Expected a candidate here.
+  
+    1 │ !flex! p-4 md:!flex! flex
+  > 2 │ !hover:flex p-4
+      │  ^^^^^^^^^^^^^^
+  
+```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/formfeed-separators.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/formfeed-separators.txt.snap
index 3659db3fce13..614e0f002490 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/formfeed-separators.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/formfeed-separators.txt.snap
@@ -18,6 +18,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@0..5 "flex" [] [Whitespace("\u{c}")],
@@ -38,6 +39,7 @@ TwRoot {
                 },
                 COLON@10..11 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@11..16 "flex" [] [Whitespace("\u{b}")],
@@ -58,6 +60,7 @@ TwRoot {
                 },
                 COLON@21..22 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@22..27 "flex" [] [Whitespace(" ")],
@@ -67,6 +70,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@27..36 "uppercase" [] [],
@@ -88,10 +92,11 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..5
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_STATIC_CANDIDATE@0..5
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@0..5
         0: TW_BASE@0..5 "flex" [] [Whitespace("\u{c}")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@5..16
       0: TW_VARIANT_LIST@5..11
         0: TW_VARIANT_EXPRESSION@5..10
@@ -102,10 +107,11 @@ TwRoot {
           2: (empty)
         1: COLON@10..11 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@11..16
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@11..16
         0: TW_BASE@11..16 "flex" [] [Whitespace("\u{b}")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@16..27
       0: TW_VARIANT_LIST@16..22
         0: TW_VARIANT_EXPRESSION@16..21
@@ -116,17 +122,19 @@ TwRoot {
           2: (empty)
         1: COLON@21..22 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@22..27
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@22..27
         0: TW_BASE@22..27 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@27..36
       0: TW_VARIANT_LIST@27..27
       1: (empty)
-      2: TW_STATIC_CANDIDATE@27..36
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@27..36
         0: TW_BASE@27..36 "uppercase" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@36..36 "" [] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-0.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-0.txt.snap
index b91985629b57..f4783a035a52 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-0.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-0.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -46,13 +47,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..6
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..6
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..6
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_BOGUS_VALUE@5..6
           0: L_BRACKET@5..6 "[" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@6..7 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-1.txt.snap
index 3d041ea2e2a4..29b009fa776f 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -47,14 +48,15 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..13
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..13
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..13
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_BOGUS_VALUE@5..13
           0: L_BRACKET@5..6 "[" [] []
           1: TW_SELECTOR@6..13 "#ff0000" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@13..14 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-2.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-2.txt.snap
index b787c953170b..945907ff3dbf 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-2.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-value-2.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -52,7 +53,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..25
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..25
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..25
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_BOGUS_VALUE@5..25
@@ -64,7 +66,7 @@ TwRoot {
           5: DASH@17..18 "-" [] []
           6: TW_VALUE@18..25 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@25..26 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-variant.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-variant.txt.snap
index 4b4ed9e5a927..57708d0b697c 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-variant.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/incomplete-arbitrary-variant.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "aria" [] [],
@@ -47,14 +48,15 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..17
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..17
         0: TW_BASE@0..4 "aria" [] []
         1: DASH@4..5 "-" [] []
         2: TW_BOGUS_VALUE@5..17
           0: L_BRACKET@5..6 "[" [] []
           1: TW_SELECTOR@6..17 "foo:text-sm" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@17..18 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/invalid-variant-segment.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/invalid-variant-segment.txt.snap
index 55f007f41651..df9e32241e8e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/invalid-variant-segment.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/invalid-variant-segment.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwBogusCandidate {
                 items: [
@@ -46,14 +47,15 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..12
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_BOGUS_CANDIDATE@0..12
+      2: (empty)
+      3: TW_BOGUS_CANDIDATE@0..12
         0: TW_BASE@0..5 "group" [] []
         1: DASH@5..6 "-" [] []
         2: TW_NUMBER@6..6 "" [] []
         3: PERCENT@6..7 "%" [] []
         4: COLON@7..8 ":" [] []
         5: TW_BASE@8..12 "flex" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@12..13 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value-1.txt.snap
index 94d428676538..fa9a0ee2cec2 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -53,7 +54,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..14
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..13
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..13
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..12
@@ -62,7 +64,7 @@ TwRoot {
           0: SLASH@12..13 "/" [] []
           1: TW_BOGUS_MODIFIER@13..13
             0: ERROR_TOKEN@13..13 "" [] []
-      3: BANG@13..14 "!" [] []
+      4: BANG@13..14 "!" [] []
   2: EOF@14..15 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value.txt.snap
index 5ad70d5b60b5..60ae6bc65a15 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-modifier-value.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwBogusCandidate {
                 items: [
@@ -46,13 +47,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..13
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_BOGUS_CANDIDATE@0..13
+      2: (empty)
+      3: TW_BOGUS_CANDIDATE@0..13
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..12
           0: TW_VALUE@3..12 "green-500" [] []
         3: SLASH@12..13 "/" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@13..14 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-value.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-value.txt.snap
index 9158aa34a88b..63f690bf9917 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-value.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/missing-value.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwBogusCandidate {
                 items: [
@@ -42,10 +43,11 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..5
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_BOGUS_CANDIDATE@0..5
+      2: (empty)
+      3: TW_BOGUS_CANDIDATE@0..5
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@5..6 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/error/unterminated-container-size.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/error/unterminated-container-size.txt.snap
index 3cb192992705..dc27f4e7e664 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/error/unterminated-container-size.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/error/unterminated-container-size.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "@min" [] [],
@@ -51,7 +52,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..26
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..26
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..26
         0: TW_BASE@0..4 "@min" [] []
         1: DASH@4..5 "-" [] []
         2: TW_BOGUS_VALUE@5..26
@@ -62,7 +64,7 @@ TwRoot {
           4: L_BRACKET@22..23 "[" [] []
           5: TW_SELECTOR@23..26 "959" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@26..27 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-functions.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-functions.txt.snap
index ddb8a48ca3a5..93352e614d06 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-functions.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-functions.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -78,6 +79,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@34..36 "bg" [] [],
@@ -122,6 +124,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@56..58 "bg" [] [],
@@ -177,6 +180,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@96..102 "shadow" [] [],
@@ -235,6 +239,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@137..146 "grid-cols" [] [],
@@ -309,7 +314,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..34
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..34
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..34
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_ARBITRARY_VALUE@2..34
@@ -344,11 +350,12 @@ TwRoot {
               3: R_PAREN@31..32 ")" [] []
           2: R_BRACKET@32..34 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@34..56
       0: TW_VARIANT_LIST@34..34
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@34..56
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@34..56
         0: TW_BASE@34..36 "bg" [] []
         1: DASH@36..37 "-" [] []
         2: TW_ARBITRARY_VALUE@37..56
@@ -374,11 +381,12 @@ TwRoot {
               3: R_PAREN@53..54 ")" [] []
           2: R_BRACKET@54..56 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@56..96
       0: TW_VARIANT_LIST@56..56
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@56..96
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@56..96
         0: TW_BASE@56..58 "bg" [] []
         1: DASH@58..59 "-" [] []
         2: TW_ARBITRARY_VALUE@59..96
@@ -411,11 +419,12 @@ TwRoot {
               3: R_PAREN@93..94 ")" [] []
           2: R_BRACKET@94..96 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@96..137
       0: TW_VARIANT_LIST@96..96
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@96..137
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@96..137
         0: TW_BASE@96..102 "shadow" [] []
         1: DASH@102..103 "-" [] []
         2: TW_ARBITRARY_VALUE@103..137
@@ -451,11 +460,12 @@ TwRoot {
               3: R_PAREN@134..135 ")" [] []
           2: R_BRACKET@135..137 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@137..174
       0: TW_VARIANT_LIST@137..137
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@137..174
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@137..174
         0: TW_BASE@137..146 "grid-cols" [] []
         1: DASH@146..147 "-" [] []
         2: TW_ARBITRARY_VALUE@147..174
@@ -492,7 +502,7 @@ TwRoot {
               3: R_PAREN@172..173 ")" [] []
           2: R_BRACKET@173..174 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@174..175 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-math-functions.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-math-functions.txt.snap
index 3b17641129ab..f10621ed6ff2 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-math-functions.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-math-functions.txt.snap
@@ -20,6 +20,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -64,6 +65,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@22..23 "w" [] [],
@@ -106,6 +108,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@42..43 "w" [] [],
@@ -148,6 +151,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@62..63 "w" [] [],
@@ -199,6 +203,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@89..90 "w" [] [],
@@ -241,6 +246,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@108..109 "w" [] [],
@@ -283,6 +289,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@127..128 "w" [] [],
@@ -316,6 +323,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@142..143 "w" [] [],
@@ -349,6 +357,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@157..158 "w" [] [],
@@ -382,6 +391,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@172..173 "w" [] [],
@@ -414,6 +424,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@186..187 "w" [] [],
@@ -446,6 +457,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@200..201 "w" [] [],
@@ -478,6 +490,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@212..213 "w" [] [],
@@ -518,6 +531,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@228..229 "w" [] [],
@@ -558,6 +572,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@242..243 "w" [] [],
@@ -590,6 +605,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@254..255 "w" [] [],
@@ -630,6 +646,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@270..271 "w" [] [],
@@ -662,6 +679,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@282..283 "w" [] [],
@@ -694,6 +712,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@293..294 "w" [] [],
@@ -727,6 +746,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@310..312 "w" [Newline("\n")] [],
@@ -815,6 +835,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@355..356 "w" [] [],
@@ -934,6 +955,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@415..416 "w" [] [],
@@ -1013,6 +1035,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@447..448 "w" [] [],
@@ -1081,6 +1104,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@481..482 "w" [] [],
@@ -1148,6 +1172,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@512..513 "w" [] [],
@@ -1224,7 +1249,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..22
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..22
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..22
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_ARBITRARY_VALUE@2..22
@@ -1250,11 +1276,12 @@ TwRoot {
               3: R_PAREN@19..20 ")" [] []
           2: R_BRACKET@20..22 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@22..42
       0: TW_VARIANT_LIST@22..22
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@22..42
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@22..42
         0: TW_BASE@22..23 "w" [] []
         1: DASH@23..24 "-" [] []
         2: TW_ARBITRARY_VALUE@24..42
@@ -1279,11 +1306,12 @@ TwRoot {
               3: R_PAREN@39..40 ")" [] []
           2: R_BRACKET@40..42 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@42..62
       0: TW_VARIANT_LIST@42..42
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@42..62
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@42..62
         0: TW_BASE@42..43 "w" [] []
         1: DASH@43..44 "-" [] []
         2: TW_ARBITRARY_VALUE@44..62
@@ -1308,11 +1336,12 @@ TwRoot {
               3: R_PAREN@59..60 ")" [] []
           2: R_BRACKET@60..62 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@62..89
       0: TW_VARIANT_LIST@62..62
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@62..89
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@62..89
         0: TW_BASE@62..63 "w" [] []
         1: DASH@63..64 "-" [] []
         2: TW_ARBITRARY_VALUE@64..89
@@ -1343,11 +1372,12 @@ TwRoot {
               3: R_PAREN@86..87 ")" [] []
           2: R_BRACKET@87..89 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@89..108
       0: TW_VARIANT_LIST@89..89
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@89..108
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@89..108
         0: TW_BASE@89..90 "w" [] []
         1: DASH@90..91 "-" [] []
         2: TW_ARBITRARY_VALUE@91..108
@@ -1372,11 +1402,12 @@ TwRoot {
               3: R_PAREN@105..106 ")" [] []
           2: R_BRACKET@106..108 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@108..127
       0: TW_VARIANT_LIST@108..108
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@108..127
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@108..127
         0: TW_BASE@108..109 "w" [] []
         1: DASH@109..110 "-" [] []
         2: TW_ARBITRARY_VALUE@110..127
@@ -1401,11 +1432,12 @@ TwRoot {
               3: R_PAREN@124..125 ")" [] []
           2: R_BRACKET@125..127 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@127..142
       0: TW_VARIANT_LIST@127..127
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@127..142
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@127..142
         0: TW_BASE@127..128 "w" [] []
         1: DASH@128..129 "-" [] []
         2: TW_ARBITRARY_VALUE@129..142
@@ -1424,11 +1456,12 @@ TwRoot {
               3: R_PAREN@139..140 ")" [] []
           2: R_BRACKET@140..142 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     7: TW_FULL_CANDIDATE@142..157
       0: TW_VARIANT_LIST@142..142
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@142..157
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@142..157
         0: TW_BASE@142..143 "w" [] []
         1: DASH@143..144 "-" [] []
         2: TW_ARBITRARY_VALUE@144..157
@@ -1447,11 +1480,12 @@ TwRoot {
               3: R_PAREN@154..155 ")" [] []
           2: R_BRACKET@155..157 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     8: TW_FULL_CANDIDATE@157..172
       0: TW_VARIANT_LIST@157..157
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@157..172
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@157..172
         0: TW_BASE@157..158 "w" [] []
         1: DASH@158..159 "-" [] []
         2: TW_ARBITRARY_VALUE@159..172
@@ -1470,11 +1504,12 @@ TwRoot {
               3: R_PAREN@169..170 ")" [] []
           2: R_BRACKET@170..172 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     9: TW_FULL_CANDIDATE@172..186
       0: TW_VARIANT_LIST@172..172
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@172..186
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@172..186
         0: TW_BASE@172..173 "w" [] []
         1: DASH@173..174 "-" [] []
         2: TW_ARBITRARY_VALUE@174..186
@@ -1492,11 +1527,12 @@ TwRoot {
               3: R_PAREN@183..184 ")" [] []
           2: R_BRACKET@184..186 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     10: TW_FULL_CANDIDATE@186..200
       0: TW_VARIANT_LIST@186..186
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@186..200
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@186..200
         0: TW_BASE@186..187 "w" [] []
         1: DASH@187..188 "-" [] []
         2: TW_ARBITRARY_VALUE@188..200
@@ -1514,11 +1550,12 @@ TwRoot {
               3: R_PAREN@197..198 ")" [] []
           2: R_BRACKET@198..200 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     11: TW_FULL_CANDIDATE@200..212
       0: TW_VARIANT_LIST@200..200
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@200..212
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@200..212
         0: TW_BASE@200..201 "w" [] []
         1: DASH@201..202 "-" [] []
         2: TW_ARBITRARY_VALUE@202..212
@@ -1536,11 +1573,12 @@ TwRoot {
               3: R_PAREN@209..210 ")" [] []
           2: R_BRACKET@210..212 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     12: TW_FULL_CANDIDATE@212..228
       0: TW_VARIANT_LIST@212..212
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@212..228
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@212..228
         0: TW_BASE@212..213 "w" [] []
         1: DASH@213..214 "-" [] []
         2: TW_ARBITRARY_VALUE@214..228
@@ -1563,11 +1601,12 @@ TwRoot {
               3: R_PAREN@225..226 ")" [] []
           2: R_BRACKET@226..228 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     13: TW_FULL_CANDIDATE@228..242
       0: TW_VARIANT_LIST@228..228
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@228..242
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@228..242
         0: TW_BASE@228..229 "w" [] []
         1: DASH@229..230 "-" [] []
         2: TW_ARBITRARY_VALUE@230..242
@@ -1590,11 +1629,12 @@ TwRoot {
               3: R_PAREN@239..240 ")" [] []
           2: R_BRACKET@240..242 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     14: TW_FULL_CANDIDATE@242..254
       0: TW_VARIANT_LIST@242..242
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@242..254
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@242..254
         0: TW_BASE@242..243 "w" [] []
         1: DASH@243..244 "-" [] []
         2: TW_ARBITRARY_VALUE@244..254
@@ -1612,11 +1652,12 @@ TwRoot {
               3: R_PAREN@251..252 ")" [] []
           2: R_BRACKET@252..254 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     15: TW_FULL_CANDIDATE@254..270
       0: TW_VARIANT_LIST@254..254
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@254..270
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@254..270
         0: TW_BASE@254..255 "w" [] []
         1: DASH@255..256 "-" [] []
         2: TW_ARBITRARY_VALUE@256..270
@@ -1639,11 +1680,12 @@ TwRoot {
               3: R_PAREN@267..268 ")" [] []
           2: R_BRACKET@268..270 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     16: TW_FULL_CANDIDATE@270..282
       0: TW_VARIANT_LIST@270..270
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@270..282
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@270..282
         0: TW_BASE@270..271 "w" [] []
         1: DASH@271..272 "-" [] []
         2: TW_ARBITRARY_VALUE@272..282
@@ -1661,11 +1703,12 @@ TwRoot {
               3: R_PAREN@279..280 ")" [] []
           2: R_BRACKET@280..282 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     17: TW_FULL_CANDIDATE@282..293
       0: TW_VARIANT_LIST@282..282
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@282..293
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@282..293
         0: TW_BASE@282..283 "w" [] []
         1: DASH@283..284 "-" [] []
         2: TW_ARBITRARY_VALUE@284..293
@@ -1683,11 +1726,12 @@ TwRoot {
               3: R_PAREN@290..291 ")" [] []
           2: R_BRACKET@291..293 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     18: TW_FULL_CANDIDATE@293..310
       0: TW_VARIANT_LIST@293..293
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@293..310
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@293..310
         0: TW_BASE@293..294 "w" [] []
         1: DASH@294..295 "-" [] []
         2: TW_ARBITRARY_VALUE@295..310
@@ -1706,11 +1750,12 @@ TwRoot {
               3: R_PAREN@308..309 ")" [] []
           2: R_BRACKET@309..310 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
     19: TW_FULL_CANDIDATE@310..355
       0: TW_VARIANT_LIST@310..310
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@310..355
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@310..355
         0: TW_BASE@310..312 "w" [Newline("\n")] []
         1: DASH@312..313 "-" [] []
         2: TW_ARBITRARY_VALUE@313..355
@@ -1764,11 +1809,12 @@ TwRoot {
               3: R_PAREN@352..353 ")" [] []
           2: R_BRACKET@353..355 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     20: TW_FULL_CANDIDATE@355..415
       0: TW_VARIANT_LIST@355..355
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@355..415
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@355..415
         0: TW_BASE@355..356 "w" [] []
         1: DASH@356..357 "-" [] []
         2: TW_ARBITRARY_VALUE@357..415
@@ -1842,11 +1888,12 @@ TwRoot {
               3: R_PAREN@412..413 ")" [] []
           2: R_BRACKET@413..415 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     21: TW_FULL_CANDIDATE@415..447
       0: TW_VARIANT_LIST@415..415
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@415..447
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@415..447
         0: TW_BASE@415..416 "w" [] []
         1: DASH@416..417 "-" [] []
         2: TW_ARBITRARY_VALUE@417..447
@@ -1893,11 +1940,12 @@ TwRoot {
               3: R_PAREN@444..445 ")" [] []
           2: R_BRACKET@445..447 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     22: TW_FULL_CANDIDATE@447..481
       0: TW_VARIANT_LIST@447..447
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@447..481
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@447..481
         0: TW_BASE@447..448 "w" [] []
         1: DASH@448..449 "-" [] []
         2: TW_ARBITRARY_VALUE@449..481
@@ -1938,11 +1986,12 @@ TwRoot {
               3: R_PAREN@478..479 ")" [] []
           2: R_BRACKET@479..481 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     23: TW_FULL_CANDIDATE@481..512
       0: TW_VARIANT_LIST@481..481
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@481..512
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@481..512
         0: TW_BASE@481..482 "w" [] []
         1: DASH@482..483 "-" [] []
         2: TW_ARBITRARY_VALUE@483..512
@@ -1982,11 +2031,12 @@ TwRoot {
               3: R_PAREN@509..510 ")" [] []
           2: R_BRACKET@510..512 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     24: TW_FULL_CANDIDATE@512..540
       0: TW_VARIANT_LIST@512..512
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@512..540
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@512..540
         0: TW_BASE@512..513 "w" [] []
         1: DASH@513..514 "-" [] []
         2: TW_ARBITRARY_VALUE@514..540
@@ -2025,7 +2075,7 @@ TwRoot {
               3: R_PAREN@538..539 ")" [] []
           2: R_BRACKET@539..540 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@540..541 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-number-exponents.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-number-exponents.txt.snap
index c495807c5407..0b02c73d0e4a 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-number-exponents.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-number-exponents.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -39,6 +40,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@10..11 "w" [] [],
@@ -59,6 +61,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@20..21 "w" [] [],
@@ -90,7 +93,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..10
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..10
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..10
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_ARBITRARY_VALUE@2..10
@@ -101,11 +105,12 @@ TwRoot {
               1: IDENT@6..8 "px" [] []
           2: R_BRACKET@8..10 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@10..20
       0: TW_VARIANT_LIST@10..10
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@10..20
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@10..20
         0: TW_BASE@10..11 "w" [] []
         1: DASH@11..12 "-" [] []
         2: TW_ARBITRARY_VALUE@12..20
@@ -116,11 +121,12 @@ TwRoot {
               1: PERCENT@17..18 "%" [] []
           2: R_BRACKET@18..20 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@20..28
       0: TW_VARIANT_LIST@20..20
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@20..28
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@20..28
         0: TW_BASE@20..21 "w" [] []
         1: DASH@21..22 "-" [] []
         2: TW_ARBITRARY_VALUE@22..28
@@ -130,7 +136,7 @@ TwRoot {
               0: CSS_NUMBER_LITERAL@23..27 "1e-2" [] []
           2: R_BRACKET@27..28 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@28..29 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-urls.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-urls.txt.snap
index 1132782f908a..6b3ac12e44b6 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-urls.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-urls.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -43,6 +44,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@29..31 "bg" [] [],
@@ -67,6 +69,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@73..75 "bg" [] [],
@@ -110,6 +113,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@101..103 "bg" [] [],
@@ -146,7 +150,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..29
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..29
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..29
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_ARBITRARY_VALUE@3..29
@@ -160,11 +165,12 @@ TwRoot {
               3: R_PAREN@26..27 ")" [] []
           2: R_BRACKET@27..29 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@29..73
       0: TW_VARIANT_LIST@29..29
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@29..73
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@29..73
         0: TW_BASE@29..31 "bg" [] []
         1: DASH@31..32 "-" [] []
         2: TW_ARBITRARY_VALUE@32..73
@@ -178,11 +184,12 @@ TwRoot {
               3: R_PAREN@70..71 ")" [] []
           2: R_BRACKET@71..73 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@73..101
       0: TW_VARIANT_LIST@73..73
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@73..101
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@73..101
         0: TW_BASE@73..75 "bg" [] []
         1: DASH@75..76 "-" [] []
         2: TW_ARBITRARY_VALUE@76..101
@@ -207,11 +214,12 @@ TwRoot {
               3: R_PAREN@98..99 ")" [] []
           2: R_BRACKET@99..101 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@101..132
       0: TW_VARIANT_LIST@101..101
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@101..132
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@101..132
         0: TW_BASE@101..103 "bg" [] []
         1: DASH@103..104 "-" [] []
         2: TW_ARBITRARY_VALUE@104..132
@@ -225,7 +233,7 @@ TwRoot {
               3: R_PAREN@130..131 ")" [] []
           2: R_BRACKET@131..132 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@132..133 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-values.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-values.txt.snap
index c0d2a81c8bf5..a9aedf38aedb 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-values.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/css-values.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -39,6 +40,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@9..10 "w" [] [],
@@ -59,6 +61,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@19..20 "w" [] [],
@@ -79,6 +82,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@30..31 "w" [] [],
@@ -99,6 +103,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@40..41 "w" [] [],
@@ -119,6 +124,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@49..50 "w" [] [],
@@ -139,6 +145,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@59..61 "bg" [] [],
@@ -158,6 +165,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@72..78 "shadow" [] [],
@@ -186,6 +194,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@93..95 "bg" [] [],
@@ -230,6 +239,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@113..114 "w" [] [],
@@ -274,6 +284,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@135..137 "bg" [] [],
@@ -298,6 +309,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@164..165 "[" [] [],
@@ -316,6 +328,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@177..178 "[" [] [],
@@ -365,6 +378,7 @@ TwRoot {
                 },
                 COLON@209..210 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@210..212 "mt" [] [],
@@ -390,7 +404,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..9
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..9
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..9
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_ARBITRARY_VALUE@2..9
@@ -401,11 +416,12 @@ TwRoot {
               1: IDENT@5..7 "px" [] []
           2: R_BRACKET@7..9 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@9..19
       0: TW_VARIANT_LIST@9..9
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@9..19
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@9..19
         0: TW_BASE@9..10 "w" [] []
         1: DASH@10..11 "-" [] []
         2: TW_ARBITRARY_VALUE@11..19
@@ -416,11 +432,12 @@ TwRoot {
               1: IDENT@15..17 "px" [] []
           2: R_BRACKET@17..19 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@19..30
       0: TW_VARIANT_LIST@19..19
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@19..30
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@19..30
         0: TW_BASE@19..20 "w" [] []
         1: DASH@20..21 "-" [] []
         2: TW_ARBITRARY_VALUE@21..30
@@ -431,11 +448,12 @@ TwRoot {
               1: IDENT@25..28 "rem" [] []
           2: R_BRACKET@28..30 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@30..40
       0: TW_VARIANT_LIST@30..30
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@30..40
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@30..40
         0: TW_BASE@30..31 "w" [] []
         1: DASH@31..32 "-" [] []
         2: TW_ARBITRARY_VALUE@32..40
@@ -446,11 +464,12 @@ TwRoot {
               1: IDENT@35..38 "rem" [] []
           2: R_BRACKET@38..40 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@40..49
       0: TW_VARIANT_LIST@40..40
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@40..49
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@40..49
         0: TW_BASE@40..41 "w" [] []
         1: DASH@41..42 "-" [] []
         2: TW_ARBITRARY_VALUE@42..49
@@ -461,11 +480,12 @@ TwRoot {
               1: PERCENT@46..47 "%" [] []
           2: R_BRACKET@47..49 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@49..59
       0: TW_VARIANT_LIST@49..49
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@49..59
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@49..59
         0: TW_BASE@49..50 "w" [] []
         1: DASH@50..51 "-" [] []
         2: TW_ARBITRARY_VALUE@51..59
@@ -476,11 +496,12 @@ TwRoot {
               1: IDENT@54..57 "foo" [] []
           2: R_BRACKET@57..59 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@59..72
       0: TW_VARIANT_LIST@59..59
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@59..72
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@59..72
         0: TW_BASE@59..61 "bg" [] []
         1: DASH@61..62 "-" [] []
         2: TW_ARBITRARY_VALUE@62..72
@@ -490,11 +511,12 @@ TwRoot {
               0: CSS_COLOR_LITERAL@63..70 "#ff0000" [] []
           2: R_BRACKET@70..72 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     7: TW_FULL_CANDIDATE@72..93
       0: TW_VARIANT_LIST@72..72
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@72..93
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@72..93
         0: TW_BASE@72..78 "shadow" [] []
         1: DASH@78..79 "-" [] []
         2: TW_ARBITRARY_VALUE@79..93
@@ -511,11 +533,12 @@ TwRoot {
               1: IDENT@89..91 "px" [] []
           2: R_BRACKET@91..93 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     8: TW_FULL_CANDIDATE@93..113
       0: TW_VARIANT_LIST@93..93
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@93..113
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@93..113
         0: TW_BASE@93..95 "bg" [] []
         1: DASH@95..96 "-" [] []
         2: TW_ARBITRARY_VALUE@96..113
@@ -541,11 +564,12 @@ TwRoot {
               3: R_PAREN@110..111 ")" [] []
           2: R_BRACKET@111..113 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     9: TW_FULL_CANDIDATE@113..135
       0: TW_VARIANT_LIST@113..113
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@113..135
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@113..135
         0: TW_BASE@113..114 "w" [] []
         1: DASH@114..115 "-" [] []
         2: TW_ARBITRARY_VALUE@115..135
@@ -571,11 +595,12 @@ TwRoot {
               3: R_PAREN@132..133 ")" [] []
           2: R_BRACKET@133..135 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     10: TW_FULL_CANDIDATE@135..164
       0: TW_VARIANT_LIST@135..135
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@135..164
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@135..164
         0: TW_BASE@135..137 "bg" [] []
         1: DASH@137..138 "-" [] []
         2: TW_ARBITRARY_VALUE@138..164
@@ -589,11 +614,12 @@ TwRoot {
               3: R_PAREN@161..162 ")" [] []
           2: R_BRACKET@162..164 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     11: TW_FULL_CANDIDATE@164..177
       0: TW_VARIANT_LIST@164..164
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@164..177
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@164..177
         0: L_BRACKET@164..165 "[" [] []
         1: TW_PROPERTY@165..170 "width" [] []
         2: COLON@170..171 ":" [] []
@@ -603,11 +629,12 @@ TwRoot {
             1: IDENT@173..175 "px" [] []
         4: R_BRACKET@175..177 "]" [] [Whitespace(" ")]
         5: (empty)
-      3: (empty)
+      4: (empty)
     12: TW_FULL_CANDIDATE@177..204
       0: TW_VARIANT_LIST@177..177
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@177..204
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@177..204
         0: L_BRACKET@177..178 "[" [] []
         1: TW_PROPERTY@178..184 "margin" [] []
         2: COLON@184..185 ":" [] []
@@ -632,7 +659,7 @@ TwRoot {
             3: R_PAREN@201..202 ")" [] []
         4: R_BRACKET@202..204 "]" [] [Whitespace(" ")]
         5: (empty)
-      3: (empty)
+      4: (empty)
     13: TW_FULL_CANDIDATE@204..214
       0: TW_VARIANT_LIST@204..210
         0: TW_ARBITRARY_VARIANT@204..209
@@ -641,13 +668,14 @@ TwRoot {
           2: R_BRACKET@208..209 "]" [] []
         1: COLON@209..210 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@210..214
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@210..214
         0: TW_BASE@210..212 "mt" [] []
         1: DASH@212..213 "-" [] []
         2: TW_NUMBER_VALUE@213..214
           0: TW_NUMBER@213..214 "2" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@214..215 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/gradient.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/gradient.txt.snap
index 8c80dfe84efb..dc186a963c88 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/gradient.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/gradient.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..9 "bg-radial" [] [],
@@ -46,6 +47,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@23..27 "from" [] [],
@@ -59,6 +61,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@36..39 "via" [] [],
@@ -72,6 +75,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@49..51 "to" [] [],
@@ -85,6 +89,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@63..65 "to" [] [],
@@ -111,7 +116,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..23
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..23
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..23
         0: TW_BASE@0..9 "bg-radial" [] []
         1: DASH@9..10 "-" [] []
         2: TW_ARBITRARY_VALUE@10..23
@@ -127,48 +133,52 @@ TwRoot {
               1: PERCENT@20..21 "%" [] []
           2: R_BRACKET@21..23 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@23..36
       0: TW_VARIANT_LIST@23..23
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@23..36
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@23..36
         0: TW_BASE@23..27 "from" [] []
         1: DASH@27..28 "-" [] []
         2: TW_NAMED_VALUE@28..36
           0: TW_VALUE@28..36 "sky-200" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@36..49
       0: TW_VARIANT_LIST@36..36
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@36..49
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@36..49
         0: TW_BASE@36..39 "via" [] []
         1: DASH@39..40 "-" [] []
         2: TW_NAMED_VALUE@40..49
           0: TW_VALUE@40..49 "blue-400" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@49..63
       0: TW_VARIANT_LIST@49..49
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@49..63
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@49..63
         0: TW_BASE@49..51 "to" [] []
         1: DASH@51..52 "-" [] []
         2: TW_NAMED_VALUE@52..63
           0: TW_VALUE@52..63 "indigo-900" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@63..69
       0: TW_VARIANT_LIST@63..63
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@63..69
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@63..69
         0: TW_BASE@63..65 "to" [] []
         1: DASH@65..66 "-" [] []
         2: TW_PERCENTAGE_VALUE@66..69
           0: TW_NUMBER@66..68 "90" [] []
           1: PERCENT@68..69 "%" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@69..70 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/image-url.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/image-url.txt.snap
index 921d07c8904c..0eb1a42a67b2 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/image-url.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/image-url.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -55,7 +56,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..28
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..28
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..28
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_ARBITRARY_VALUE@3..28
@@ -69,7 +71,7 @@ TwRoot {
               3: R_PAREN@26..27 ")" [] []
           2: R_BRACKET@27..28 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@28..29 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/inset.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/inset.txt.snap
index 1b267b9fefd5..4acbf824f79c 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/inset.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/inset.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..7 "inset-x" [] [],
@@ -39,6 +40,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@15..22 "inset-y" [] [],
@@ -71,7 +73,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..15
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..15
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..15
         0: TW_BASE@0..7 "inset-x" [] []
         1: DASH@7..8 "-" [] []
         2: TW_ARBITRARY_VALUE@8..15
@@ -82,11 +85,12 @@ TwRoot {
               1: IDENT@11..13 "px" [] []
           2: R_BRACKET@13..15 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@15..29
       0: TW_VARIANT_LIST@15..15
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@15..29
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@15..29
         0: TW_BASE@15..22 "inset-y" [] []
         1: DASH@22..23 "-" [] []
         2: TW_ARBITRARY_VALUE@23..29
@@ -97,7 +101,7 @@ TwRoot {
               1: IDENT@26..28 "px" [] []
           2: R_BRACKET@28..29 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@29..30 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/misc-xy.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/misc-xy.txt.snap
index 5ccd8c0410d4..703725e8d59e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/misc-xy.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/misc-xy.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..7 "space-x" [] [],
@@ -39,6 +40,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@15..22 "space-y" [] [],
@@ -59,6 +61,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@30..38 "divide-x" [] [],
@@ -79,6 +82,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@45..53 "divide-y" [] [],
@@ -111,7 +115,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..15
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..15
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..15
         0: TW_BASE@0..7 "space-x" [] []
         1: DASH@7..8 "-" [] []
         2: TW_ARBITRARY_VALUE@8..15
@@ -122,11 +127,12 @@ TwRoot {
               1: IDENT@11..13 "px" [] []
           2: R_BRACKET@13..15 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@15..30
       0: TW_VARIANT_LIST@15..15
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@15..30
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@15..30
         0: TW_BASE@15..22 "space-y" [] []
         1: DASH@22..23 "-" [] []
         2: TW_ARBITRARY_VALUE@23..30
@@ -137,11 +143,12 @@ TwRoot {
               1: IDENT@26..28 "px" [] []
           2: R_BRACKET@28..30 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@30..45
       0: TW_VARIANT_LIST@30..30
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@30..45
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@30..45
         0: TW_BASE@30..38 "divide-x" [] []
         1: DASH@38..39 "-" [] []
         2: TW_ARBITRARY_VALUE@39..45
@@ -152,11 +159,12 @@ TwRoot {
               1: IDENT@41..43 "px" [] []
           2: R_BRACKET@43..45 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@45..59
       0: TW_VARIANT_LIST@45..45
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@45..59
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@45..59
         0: TW_BASE@45..53 "divide-y" [] []
         1: DASH@53..54 "-" [] []
         2: TW_ARBITRARY_VALUE@54..59
@@ -167,7 +175,7 @@ TwRoot {
               1: IDENT@56..58 "px" [] []
           2: R_BRACKET@58..59 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@59..60 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/shadow.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/shadow.txt.snap
index 17f33c51e60a..647a9b6ac56f 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/shadow.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/brackets/shadow.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..6 "shadow" [] [],
@@ -59,7 +60,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..20
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..20
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..20
         0: TW_BASE@0..6 "shadow" [] []
         1: DASH@6..7 "-" [] []
         2: TW_ARBITRARY_VALUE@7..20
@@ -76,7 +78,7 @@ TwRoot {
               1: IDENT@17..19 "px" [] []
           2: R_BRACKET@19..20 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@20..21 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-0.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-0.txt.snap
index 570796604bbc..e722c62a9c32 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-0.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-0.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@0..1 "[" [] [],
@@ -53,7 +54,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..14
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@0..14
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@0..14
         0: L_BRACKET@0..1 "[" [] []
         1: TW_PROPERTY@1..6 "color" [] []
         2: COLON@6..7 ":" [] []
@@ -65,7 +67,7 @@ TwRoot {
           0: SLASH@11..12 "/" [] []
           1: TW_NUMBER_VALUE@12..14
             0: TW_NUMBER@12..14 "50" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@14..15 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-1.txt.snap
index e1a55a72a75c..40c51229b96d 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@0..1 "[" [] [],
@@ -66,7 +67,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..38
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@0..38
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@0..38
         0: L_BRACKET@0..1 "[" [] []
         1: TW_PROPERTY@1..13 "--pattern-fg" [] []
         2: COLON@13..14 ":" [] []
@@ -86,7 +88,7 @@ TwRoot {
           0: SLASH@36..37 "/" [] []
           1: TW_NUMBER_VALUE@37..38
             0: TW_NUMBER@37..38 "5" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@38..39 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-2.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-2.txt.snap
index d860fdab22ca..2b4cafa7b69d 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-2.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-2.txt.snap
@@ -30,6 +30,7 @@ TwRoot {
                 },
                 COLON@4..5 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@5..6 "[" [] [],
@@ -84,7 +85,8 @@ TwRoot {
           2: (empty)
         1: COLON@4..5 ":" [] []
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@5..41
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@5..41
         0: L_BRACKET@5..6 "[" [] []
         1: TW_PROPERTY@6..18 "--pattern-fg" [] []
         2: COLON@18..19 ":" [] []
@@ -104,7 +106,7 @@ TwRoot {
           0: SLASH@38..39 "/" [] []
           1: TW_NUMBER_VALUE@39..41
             0: TW_NUMBER@39..41 "10" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@41..42 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-3.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-3.txt.snap
index 4948f4f79427..8e8f38cf2818 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-3.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-3.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@0..1 "[" [] [],
@@ -48,7 +49,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@0..17
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@0..17
         0: L_BRACKET@0..1 "[" [] []
         1: TW_PROPERTY@1..11 "background" [] []
         2: COLON@11..12 ":" [] []
@@ -57,7 +59,7 @@ TwRoot {
             0: IDENT@12..16 "blue" [] []
         4: R_BRACKET@16..17 "]" [] []
         5: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@17..18 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-css-function.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-css-function.txt.snap
index 61fbebc7df2b..14b06b49cbd7 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-css-function.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-candidate-css-function.txt.snap
@@ -30,6 +30,7 @@ TwRoot {
                 },
                 COLON@5..6 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@6..7 "[" [] [],
@@ -71,7 +72,8 @@ TwRoot {
           2: (empty)
         1: COLON@5..6 ":" [] []
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@6..30
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@6..30
         0: L_BRACKET@6..7 "[" [] []
         1: TW_PROPERTY@7..11 "mask" [] []
         2: COLON@11..12 ":" [] []
@@ -84,7 +86,7 @@ TwRoot {
             3: R_PAREN@28..29 ")" [] []
         4: R_BRACKET@29..30 "]" [] []
         5: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@30..31 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-modifier-colon.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-modifier-colon.txt.snap
index ebaf384e27ae..379f4af1a107 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-modifier-colon.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/arbitrary-modifier-colon.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -94,6 +95,7 @@ TwRoot {
                 },
                 COLON@49..50 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@50..55 "flex" [] [Whitespace(" ")],
@@ -135,6 +137,7 @@ TwRoot {
                 },
                 COLON@69..70 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@70..74 "flex" [] [],
@@ -156,7 +159,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..32
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..32
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..32
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..10
@@ -181,7 +185,7 @@ TwRoot {
                         0: IDENT@22..29 "--alpha" [] []
                 3: R_PAREN@29..30 ")" [] []
             2: R_BRACKET@30..32 "]" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@32..55
       0: TW_VARIANT_LIST@32..50
         0: TW_VARIANT_EXPRESSION@32..49
@@ -206,10 +210,11 @@ TwRoot {
               2: R_BRACKET@48..49 "]" [] []
         1: COLON@49..50 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@50..55
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@50..55
         0: TW_BASE@50..55 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@55..74
       0: TW_VARIANT_LIST@55..70
         0: TW_VARIANT_EXPRESSION@55..69
@@ -234,10 +239,11 @@ TwRoot {
               2: R_BRACKET@68..69 "]" [] []
         1: COLON@69..70 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@70..74
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@70..74
         0: TW_BASE@70..74 "flex" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@74..75 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/bare-modifier.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/bare-modifier.txt.snap
index 43debc9ac5e0..ee38fdfca163 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/bare-modifier.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/bare-modifier.txt.snap
@@ -18,6 +18,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@0..11 "@container" [] [Whitespace(" ")],
@@ -27,6 +28,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@11..21 "@container" [] [],
@@ -41,6 +43,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@30..36 "shadow" [] [],
@@ -55,6 +58,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@40..44 "flex" [] [],
@@ -69,6 +73,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@48..59 "drop-shadow" [] [],
@@ -94,6 +99,7 @@ TwRoot {
                 },
                 COLON@73..74 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@74..79 "flex" [] [Whitespace(" ")],
@@ -114,6 +120,7 @@ TwRoot {
                 },
                 COLON@82..83 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@83..93 "@container" [] [],
@@ -140,50 +147,55 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..11
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_STATIC_CANDIDATE@0..11
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@0..11
         0: TW_BASE@0..11 "@container" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@11..30
       0: TW_VARIANT_LIST@11..11
       1: (empty)
-      2: TW_STATIC_CANDIDATE@11..30
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@11..30
         0: TW_BASE@11..21 "@container" [] []
         1: TW_MODIFIER@21..30
           0: SLASH@21..22 "/" [] []
           1: TW_NAMED_VALUE@22..30
             0: TW_VALUE@22..30 "sidebar" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@30..40
       0: TW_VARIANT_LIST@30..30
       1: (empty)
-      2: TW_STATIC_CANDIDATE@30..40
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@30..40
         0: TW_BASE@30..36 "shadow" [] []
         1: TW_MODIFIER@36..40
           0: SLASH@36..37 "/" [] []
           1: TW_NUMBER_VALUE@37..40
             0: TW_NUMBER@37..40 "50" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@40..48
       0: TW_VARIANT_LIST@40..40
       1: (empty)
-      2: TW_STATIC_CANDIDATE@40..48
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@40..48
         0: TW_BASE@40..44 "flex" [] []
         1: TW_MODIFIER@44..48
           0: SLASH@44..45 "/" [] []
           1: TW_NUMBER_VALUE@45..48
             0: TW_NUMBER@45..48 "50" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@48..63
       0: TW_VARIANT_LIST@48..48
       1: (empty)
-      2: TW_STATIC_CANDIDATE@48..63
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@48..63
         0: TW_BASE@48..59 "drop-shadow" [] []
         1: TW_MODIFIER@59..63
           0: SLASH@59..60 "/" [] []
           1: TW_NUMBER_VALUE@60..63
             0: TW_NUMBER@60..63 "50" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@63..79
       0: TW_VARIANT_LIST@63..74
         0: TW_VARIANT_EXPRESSION@63..73
@@ -194,10 +206,11 @@ TwRoot {
           2: (empty)
         1: COLON@73..74 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@74..79
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@74..79
         0: TW_BASE@74..79 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@79..98
       0: TW_VARIANT_LIST@79..83
         0: TW_VARIANT_EXPRESSION@79..82
@@ -208,13 +221,14 @@ TwRoot {
           2: (empty)
         1: COLON@82..83 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@83..98
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@83..98
         0: TW_BASE@83..93 "@container" [] []
         1: TW_MODIFIER@93..98
           0: SLASH@93..94 "/" [] []
           1: TW_NAMED_VALUE@94..98
             0: TW_VALUE@94..98 "main" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@98..98 "" [] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/css-arbitrary-candidates.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/css-arbitrary-candidates.txt.snap
index 5d614a8bc9a1..e5f2e74b9fca 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/css-arbitrary-candidates.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/candidates/css-arbitrary-candidates.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@0..1 "[" [] [],
@@ -61,6 +62,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@26..27 "[" [] [],
@@ -83,6 +85,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@69..70 "[" [] [],
@@ -125,6 +128,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwArbitraryCandidate {
                 l_brack_token: L_BRACKET@92..93 "[" [] [],
@@ -197,7 +201,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..26
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@0..26
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@0..26
         0: L_BRACKET@0..1 "[" [] []
         1: TW_PROPERTY@1..6 "width" [] []
         2: COLON@6..7 ":" [] []
@@ -222,11 +227,12 @@ TwRoot {
             3: R_PAREN@23..24 ")" [] []
         4: R_BRACKET@24..26 "]" [] [Whitespace(" ")]
         5: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@26..69
       0: TW_VARIANT_LIST@26..26
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@26..69
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@26..69
         0: L_BRACKET@26..27 "[" [] []
         1: TW_PROPERTY@27..43 "background-image" [] []
         2: COLON@43..44 ":" [] []
@@ -239,11 +245,12 @@ TwRoot {
             3: R_PAREN@66..67 ")" [] []
         4: R_BRACKET@67..69 "]" [] [Whitespace(" ")]
         5: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@69..92
       0: TW_VARIANT_LIST@69..69
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@69..92
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@69..92
         0: L_BRACKET@69..70 "[" [] []
         1: TW_PROPERTY@70..75 "color" [] []
         2: COLON@75..76 ":" [] []
@@ -268,11 +275,12 @@ TwRoot {
             3: R_PAREN@89..90 ")" [] []
         4: R_BRACKET@90..92 "]" [] [Whitespace(" ")]
         5: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@92..141
       0: TW_VARIANT_LIST@92..92
       1: (empty)
-      2: TW_ARBITRARY_CANDIDATE@92..141
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@92..141
         0: L_BRACKET@92..93 "[" [] []
         1: TW_PROPERTY@93..114 "grid-template-columns" [] []
         2: COLON@114..115 ":" [] []
@@ -308,7 +316,7 @@ TwRoot {
             3: R_PAREN@139..140 ")" [] []
         4: R_BRACKET@140..141 "]" [] []
         5: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@141..142 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/data-attribute.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/data-attribute.txt.snap
index 253e80e47d3a..18b3dea7ddc2 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/data-attribute.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/data-attribute.txt.snap
@@ -34,6 +34,7 @@ TwRoot {
                 },
                 COLON@11..12 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@12..16 "text" [] [],
@@ -69,13 +70,14 @@ TwRoot {
           2: (empty)
         1: COLON@11..12 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@12..24
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@12..24
         0: TW_BASE@12..16 "text" [] []
         1: DASH@16..17 "-" [] []
         2: TW_NAMED_VALUE@17..24
           0: TW_VALUE@17..24 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@24..25 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/precise-control.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/precise-control.txt.snap
index b306af1e6e67..6b03e9e08c6e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/precise-control.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/precise-control.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@17..21 "from" [] [],
@@ -45,6 +47,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@33..37 "from" [] [],
@@ -59,6 +62,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@42..45 "via" [] [],
@@ -72,6 +76,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@54..57 "via" [] [],
@@ -86,6 +91,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@62..64 "to" [] [],
@@ -99,6 +105,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@77..79 "to" [] [],
@@ -125,76 +132,83 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..17
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..17
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..17
           0: TW_VALUE@3..17 "gradient-to-r" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@17..33
       0: TW_VARIANT_LIST@17..17
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@17..33
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@17..33
         0: TW_BASE@17..21 "from" [] []
         1: DASH@21..22 "-" [] []
         2: TW_NAMED_VALUE@22..33
           0: TW_VALUE@22..33 "indigo-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@33..42
       0: TW_VARIANT_LIST@33..33
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@33..42
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@33..42
         0: TW_BASE@33..37 "from" [] []
         1: DASH@37..38 "-" [] []
         2: TW_PERCENTAGE_VALUE@38..42
           0: TW_NUMBER@38..40 "10" [] []
           1: PERCENT@40..42 "%" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@42..54
       0: TW_VARIANT_LIST@42..42
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@42..54
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@42..54
         0: TW_BASE@42..45 "via" [] []
         1: DASH@45..46 "-" [] []
         2: TW_NAMED_VALUE@46..54
           0: TW_VALUE@46..54 "sky-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@54..62
       0: TW_VARIANT_LIST@54..54
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@54..62
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@54..62
         0: TW_BASE@54..57 "via" [] []
         1: DASH@57..58 "-" [] []
         2: TW_PERCENTAGE_VALUE@58..62
           0: TW_NUMBER@58..60 "30" [] []
           1: PERCENT@60..62 "%" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@62..77
       0: TW_VARIANT_LIST@62..62
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@62..77
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@62..77
         0: TW_BASE@62..64 "to" [] []
         1: DASH@64..65 "-" [] []
         2: TW_NAMED_VALUE@65..77
           0: TW_VALUE@65..77 "emerald-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@77..83
       0: TW_VARIANT_LIST@77..77
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@77..83
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@77..83
         0: TW_BASE@77..79 "to" [] []
         1: DASH@79..80 "-" [] []
         2: TW_PERCENTAGE_VALUE@80..83
           0: TW_NUMBER@80..82 "90" [] []
           1: PERCENT@82..83 "%" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@83..84 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/simple.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/simple.txt.snap
index 54d81e0978dd..ae84dd42ac8e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/simple.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/gradients/simple.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@17..21 "from" [] [],
@@ -45,6 +47,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@33..36 "via" [] [],
@@ -58,6 +61,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@48..50 "to" [] [],
@@ -83,43 +87,47 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..17
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..17
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..17
           0: TW_VALUE@3..17 "gradient-to-r" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@17..33
       0: TW_VARIANT_LIST@17..17
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@17..33
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@17..33
         0: TW_BASE@17..21 "from" [] []
         1: DASH@21..22 "-" [] []
         2: TW_NAMED_VALUE@22..33
           0: TW_VALUE@22..33 "indigo-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@33..48
       0: TW_VARIANT_LIST@33..33
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@33..48
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@33..48
         0: TW_BASE@33..36 "via" [] []
         1: DASH@36..37 "-" [] []
         2: TW_NAMED_VALUE@37..48
           0: TW_VALUE@37..48 "purple-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@48..59
       0: TW_VARIANT_LIST@48..48
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@48..59
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@48..59
         0: TW_BASE@48..50 "to" [] []
         1: DASH@50..51 "-" [] []
         2: TW_NAMED_VALUE@51..59
           0: TW_VALUE@51..59 "pink-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@59..60 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/group-data.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/group-data.txt.snap
index 6c4c38df361f..439c7bfc8550 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/group-data.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/group-data.txt.snap
@@ -40,6 +40,7 @@ TwRoot {
                 },
                 COLON@29..30 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@30..36 "hidden" [] [],
@@ -76,10 +77,11 @@ TwRoot {
           2: (empty)
         1: COLON@29..30 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@30..36
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@30..36
         0: TW_BASE@30..36 "hidden" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@36..37 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/2-classes.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/2-classes.txt.snap
index e4e14c66b19c..7f11818836e8 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/2-classes.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/2-classes.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@0..7 "border" [] [Whitespace(" ")],
@@ -28,6 +29,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: DASH@7..8 "-" [] [],
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@8..11 "top" [] [],
@@ -53,20 +55,22 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..7
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_STATIC_CANDIDATE@0..7
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@0..7
         0: TW_BASE@0..7 "border" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@7..13
       0: TW_VARIANT_LIST@7..7
-      1: DASH@7..8 "-" [] []
-      2: TW_FUNCTIONAL_CANDIDATE@8..13
+      1: (empty)
+      2: DASH@7..8 "-" [] []
+      3: TW_FUNCTIONAL_CANDIDATE@8..13
         0: TW_BASE@8..11 "top" [] []
         1: DASH@11..12 "-" [] []
         2: TW_NUMBER_VALUE@12..13
           0: TW_NUMBER@12..13 "2" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@13..14 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-0.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-0.txt.snap
index 88fbde17eed1..4be53ef6b5ca 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-0.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-0.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -50,7 +51,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..12
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..12
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..12
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_ARBITRARY_VALUE@3..12
@@ -60,7 +62,7 @@ TwRoot {
               0: CSS_COLOR_LITERAL@4..11 "#ff0000" [] []
           2: R_BRACKET@11..12 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@12..13 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-1.txt.snap
index 40549bad8a3a..8c81306948ec 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/arbitrary-value-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "px" [] [],
@@ -51,7 +52,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..9
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..9
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..9
         0: TW_BASE@0..2 "px" [] []
         1: DASH@2..3 "-" [] []
         2: TW_ARBITRARY_VALUE@3..9
@@ -62,7 +64,7 @@ TwRoot {
               1: IDENT@6..8 "px" [] []
           2: R_BRACKET@8..9 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@9..10 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-0.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-0.txt.snap
index 832fd2371b6e..ad9c17b59665 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-0.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-0.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..11 "drop-shadow" [] [],
@@ -44,13 +45,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..19
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..19
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..19
         0: TW_BASE@0..11 "drop-shadow" [] []
         1: DASH@11..12 "-" [] []
         2: TW_NAMED_VALUE@12..19
           0: TW_VALUE@12..19 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@19..20 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-1.txt.snap
index 58ecbe25cb15..c2174543cc82 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..11 "drop-shadow" [] [],
@@ -50,7 +51,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..21
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..21
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..21
         0: TW_BASE@0..11 "drop-shadow" [] []
         1: DASH@11..12 "-" [] []
         2: TW_ARBITRARY_VALUE@12..21
@@ -60,7 +62,7 @@ TwRoot {
               0: CSS_COLOR_LITERAL@13..20 "#000000" [] []
           2: R_BRACKET@20..21 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@21..22 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-2.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-2.txt.snap
index f01a2fb30258..b52f0222a5cb 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-2.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/base-has-dash-2.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..16 "border-spacing-y" [] [],
@@ -51,7 +52,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..22
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..22
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..22
         0: TW_BASE@0..16 "border-spacing-y" [] []
         1: DASH@16..17 "-" [] []
         2: TW_ARBITRARY_VALUE@17..22
@@ -62,7 +64,7 @@ TwRoot {
               1: IDENT@19..21 "px" [] []
           2: R_BRACKET@21..22 "]" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@22..23 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-0.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-0.txt.snap
index 2c6d06d76536..965e3407720a 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-0.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-0.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -44,13 +45,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..7
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..7
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..7
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_NAMED_VALUE@5..7
           0: TW_VALUE@5..7 "md" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@7..8 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-1.txt.snap
index d0a2815c0b2c..222e4c137a20 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -44,13 +45,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..10
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..10
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..10
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..10
           0: TW_VALUE@3..10 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@10..11 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-2.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-2.txt.snap
index 846176ebe9d3..f43c4b5bbc65 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-2.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/basic-2.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..12 "break-before" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@18..29 "break-after" [] [],
@@ -45,6 +47,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@35..44 "mix-blend" [] [],
@@ -70,33 +73,36 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..18
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..18
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..18
         0: TW_BASE@0..12 "break-before" [] []
         1: DASH@12..13 "-" [] []
         2: TW_NAMED_VALUE@13..18
           0: TW_VALUE@13..18 "auto" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@18..35
       0: TW_VARIANT_LIST@18..18
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@18..35
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@18..35
         0: TW_BASE@18..29 "break-after" [] []
         1: DASH@29..30 "-" [] []
         2: TW_NAMED_VALUE@30..35
           0: TW_VALUE@30..35 "page" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@35..51
       0: TW_VARIANT_LIST@35..35
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@35..51
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@35..51
         0: TW_BASE@35..44 "mix-blend" [] []
         1: DASH@44..45 "-" [] []
         2: TW_NAMED_VALUE@45..51
           0: TW_VALUE@45..51 "normal" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@51..52 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/border.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/border.txt.snap
index b5be6492867b..5814850f87b3 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/border.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/border.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..6 "border" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@17..23 "border" [] [],
@@ -45,6 +47,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@33..39 "border" [] [],
@@ -70,33 +73,36 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..17
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..17
         0: TW_BASE@0..6 "border" [] []
         1: DASH@6..7 "-" [] []
         2: TW_NAMED_VALUE@7..17
           0: TW_VALUE@7..17 "slate-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@17..33
       0: TW_VARIANT_LIST@17..17
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@17..33
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@17..33
         0: TW_BASE@17..23 "border" [] []
         1: DASH@23..24 "-" [] []
         2: TW_NAMED_VALUE@24..33
           0: TW_VALUE@24..33 "teal-600" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@33..45
       0: TW_VARIANT_LIST@33..33
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@33..45
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@33..45
         0: TW_BASE@33..39 "border" [] []
         1: DASH@39..40 "-" [] []
         2: TW_NAMED_VALUE@40..45
           0: TW_VALUE@40..45 "solid" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@45..46 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/css-value.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/css-value.txt.snap
index 70d52897d564..5e578308c86a 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/css-value.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/css-value.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -46,7 +47,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..17
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..17
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..17
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_CSS_VARIABLE_VALUE@5..17
@@ -54,7 +56,7 @@ TwRoot {
           1: TW_VALUE@6..16 "--my-color" [] []
           2: R_PAREN@16..17 ")" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@17..18 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/important.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/important.txt.snap
index 36c587d8e34d..3355676231d0 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/important.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/important.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -44,13 +45,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..8
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..7
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..7
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_NAMED_VALUE@5..7
           0: TW_VALUE@5..7 "lg" [] []
         3: (empty)
-      3: BANG@7..8 "!" [] []
+      4: BANG@7..8 "!" [] []
   2: EOF@8..9 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/legacy-important.txt b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/legacy-important.txt
new file mode 100644
index 000000000000..6faa07298d3c
--- /dev/null
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/legacy-important.txt
@@ -0,0 +1 @@
+!flex hover:!p-4 !-m-4 ![color:red] !bg-red-500/50 !@container/main !w-full flex! !flex
\ No newline at end of file
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/legacy-important.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/legacy-important.txt.snap
new file mode 100644
index 000000000000..90f41d62c612
--- /dev/null
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/legacy-important.txt.snap
@@ -0,0 +1,270 @@
+---
+source: crates/biome_tailwind_parser/tests/spec_test.rs
+expression: snapshot
+---
+
+## Input
+
+```text
+!flex hover:!p-4 !-m-4 ![color:red] !bg-red-500/50 !@container/main !w-full flex! !flex
+```
+
+
+## AST
+
+```
+TwRoot {
+    bom_token: missing (optional),
+    candidates: TwCandidateList [
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@0..1 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@1..6 "flex" [] [Whitespace(" ")],
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [
+                TwVariantExpression {
+                    segments: TwVariantSegmentList [
+                        TwNamedVariantSegment {
+                            value_token: TW_VARIANT_SEGMENT@6..11 "hover" [] [],
+                        },
+                    ],
+                    glued_value: missing (optional),
+                    modifier: missing (optional),
+                },
+                COLON@11..12 ":" [] [],
+            ],
+            legacy_important_token: BANG@12..13 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwFunctionalCandidate {
+                base_token: TW_BASE@13..14 "p" [] [],
+                minus_token: DASH@14..15 "-" [] [],
+                value: TwNumberValue {
+                    value_token: TW_NUMBER@15..17 "4" [] [Whitespace(" ")],
+                },
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@17..18 "!" [] [],
+            negative_token: DASH@18..19 "-" [] [],
+            candidate: TwFunctionalCandidate {
+                base_token: TW_BASE@19..20 "m" [] [],
+                minus_token: DASH@20..21 "-" [] [],
+                value: TwNumberValue {
+                    value_token: TW_NUMBER@21..23 "4" [] [Whitespace(" ")],
+                },
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@23..24 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwArbitraryCandidate {
+                l_brack_token: L_BRACKET@24..25 "[" [] [],
+                property_token: TW_PROPERTY@25..30 "color" [] [],
+                colon_token: COLON@30..31 ":" [] [],
+                value: CssGenericComponentValueList [
+                    CssIdentifier {
+                        ident_token: IDENT@31..34 "red" [] [],
+                    },
+                ],
+                r_brack_token: R_BRACKET@34..36 "]" [] [Whitespace(" ")],
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@36..37 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwFunctionalCandidate {
+                base_token: TW_BASE@37..39 "bg" [] [],
+                minus_token: DASH@39..40 "-" [] [],
+                value: TwNamedValue {
+                    value_token: TW_VALUE@40..47 "red-500" [] [],
+                },
+                modifier: TwModifier {
+                    slash_token: SLASH@47..48 "/" [] [],
+                    value: TwNumberValue {
+                        value_token: TW_NUMBER@48..51 "50" [] [Whitespace(" ")],
+                    },
+                },
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@51..52 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@52..62 "@container" [] [],
+                modifier: TwModifier {
+                    slash_token: SLASH@62..63 "/" [] [],
+                    value: TwNamedValue {
+                        value_token: TW_VALUE@63..68 "main" [] [Whitespace(" ")],
+                    },
+                },
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@68..69 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwFunctionalCandidate {
+                base_token: TW_BASE@69..70 "w" [] [],
+                minus_token: DASH@70..71 "-" [] [],
+                value: TwNamedValue {
+                    value_token: TW_VALUE@71..76 "full" [] [Whitespace(" ")],
+                },
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: missing (optional),
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@76..80 "flex" [] [],
+                modifier: missing (optional),
+            },
+            excl_token: BANG@80..82 "!" [] [Whitespace(" ")],
+        },
+        TwFullCandidate {
+            variants: TwVariantList [],
+            legacy_important_token: BANG@82..83 "!" [] [],
+            negative_token: missing (optional),
+            candidate: TwStaticCandidate {
+                base_token: TW_BASE@83..87 "flex" [] [],
+                modifier: missing (optional),
+            },
+            excl_token: missing (optional),
+        },
+    ],
+    eof_token: EOF@87..87 "" [] [],
+}
+```
+
+## CST
+
+```
+0: TW_ROOT@0..87
+  0: (empty)
+  1: TW_CANDIDATE_LIST@0..87
+    0: TW_FULL_CANDIDATE@0..6
+      0: TW_VARIANT_LIST@0..0
+      1: BANG@0..1 "!" [] []
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@1..6
+        0: TW_BASE@1..6 "flex" [] [Whitespace(" ")]
+        1: (empty)
+      4: (empty)
+    1: TW_FULL_CANDIDATE@6..17
+      0: TW_VARIANT_LIST@6..12
+        0: TW_VARIANT_EXPRESSION@6..11
+          0: TW_VARIANT_SEGMENT_LIST@6..11
+            0: TW_NAMED_VARIANT_SEGMENT@6..11
+              0: TW_VARIANT_SEGMENT@6..11 "hover" [] []
+          1: (empty)
+          2: (empty)
+        1: COLON@11..12 ":" [] []
+      1: BANG@12..13 "!" [] []
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@13..17
+        0: TW_BASE@13..14 "p" [] []
+        1: DASH@14..15 "-" [] []
+        2: TW_NUMBER_VALUE@15..17
+          0: TW_NUMBER@15..17 "4" [] [Whitespace(" ")]
+        3: (empty)
+      4: (empty)
+    2: TW_FULL_CANDIDATE@17..23
+      0: TW_VARIANT_LIST@17..17
+      1: BANG@17..18 "!" [] []
+      2: DASH@18..19 "-" [] []
+      3: TW_FUNCTIONAL_CANDIDATE@19..23
+        0: TW_BASE@19..20 "m" [] []
+        1: DASH@20..21 "-" [] []
+        2: TW_NUMBER_VALUE@21..23
+          0: TW_NUMBER@21..23 "4" [] [Whitespace(" ")]
+        3: (empty)
+      4: (empty)
+    3: TW_FULL_CANDIDATE@23..36
+      0: TW_VARIANT_LIST@23..23
+      1: BANG@23..24 "!" [] []
+      2: (empty)
+      3: TW_ARBITRARY_CANDIDATE@24..36
+        0: L_BRACKET@24..25 "[" [] []
+        1: TW_PROPERTY@25..30 "color" [] []
+        2: COLON@30..31 ":" [] []
+        3: CSS_GENERIC_COMPONENT_VALUE_LIST@31..34
+          0: CSS_IDENTIFIER@31..34
+            0: IDENT@31..34 "red" [] []
+        4: R_BRACKET@34..36 "]" [] [Whitespace(" ")]
+        5: (empty)
+      4: (empty)
+    4: TW_FULL_CANDIDATE@36..51
+      0: TW_VARIANT_LIST@36..36
+      1: BANG@36..37 "!" [] []
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@37..51
+        0: TW_BASE@37..39 "bg" [] []
+        1: DASH@39..40 "-" [] []
+        2: TW_NAMED_VALUE@40..47
+          0: TW_VALUE@40..47 "red-500" [] []
+        3: TW_MODIFIER@47..51
+          0: SLASH@47..48 "/" [] []
+          1: TW_NUMBER_VALUE@48..51
+            0: TW_NUMBER@48..51 "50" [] [Whitespace(" ")]
+      4: (empty)
+    5: TW_FULL_CANDIDATE@51..68
+      0: TW_VARIANT_LIST@51..51
+      1: BANG@51..52 "!" [] []
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@52..68
+        0: TW_BASE@52..62 "@container" [] []
+        1: TW_MODIFIER@62..68
+          0: SLASH@62..63 "/" [] []
+          1: TW_NAMED_VALUE@63..68
+            0: TW_VALUE@63..68 "main" [] [Whitespace(" ")]
+      4: (empty)
+    6: TW_FULL_CANDIDATE@68..76
+      0: TW_VARIANT_LIST@68..68
+      1: BANG@68..69 "!" [] []
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@69..76
+        0: TW_BASE@69..70 "w" [] []
+        1: DASH@70..71 "-" [] []
+        2: TW_NAMED_VALUE@71..76
+          0: TW_VALUE@71..76 "full" [] [Whitespace(" ")]
+        3: (empty)
+      4: (empty)
+    7: TW_FULL_CANDIDATE@76..82
+      0: TW_VARIANT_LIST@76..76
+      1: (empty)
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@76..80
+        0: TW_BASE@76..80 "flex" [] []
+        1: (empty)
+      4: BANG@80..82 "!" [] [Whitespace(" ")]
+    8: TW_FULL_CANDIDATE@82..87
+      0: TW_VARIANT_LIST@82..82
+      1: BANG@82..83 "!" [] []
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@83..87
+        0: TW_BASE@83..87 "flex" [] []
+        1: (empty)
+      4: (empty)
+  2: EOF@87..87 "" [] []
+
+```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/modifier.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/modifier.txt.snap
index 796cf9745958..642c58926f57 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/modifier.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/modifier.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..2 "bg" [] [],
@@ -49,7 +50,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..13
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..13
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..13
         0: TW_BASE@0..2 "bg" [] []
         1: DASH@2..3 "-" [] []
         2: TW_NAMED_VALUE@3..10
@@ -58,7 +60,7 @@ TwRoot {
           0: SLASH@10..11 "/" [] []
           1: TW_NUMBER_VALUE@11..13
             0: TW_NUMBER@11..13 "10" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@13..14 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple-spaces.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple-spaces.txt.snap
index 0a866cb177d7..f524794c78f5 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple-spaces.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple-spaces.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@0..20 "border" [] [Whitespace("              ")],
@@ -39,6 +40,7 @@ TwRoot {
                 },
                 COLON@25..26 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@26..33 "outline" [] [],
@@ -64,10 +66,11 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..20
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_STATIC_CANDIDATE@0..20
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@0..20
         0: TW_BASE@0..20 "border" [] [Whitespace("              ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@20..38
       0: TW_VARIANT_LIST@20..26
         0: TW_VARIANT_EXPRESSION@20..25
@@ -78,13 +81,14 @@ TwRoot {
           2: (empty)
         1: COLON@25..26 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@26..38
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@26..38
         0: TW_BASE@26..33 "outline" [] []
         1: DASH@33..34 "-" [] []
         2: TW_NAMED_VALUE@34..38
           0: TW_VALUE@34..38 "none" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@38..39 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple.txt.snap
index 31a237b1ddf0..a0cf8f436400 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/multiple.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@0..7 "border" [] [Whitespace(" ")],
@@ -39,6 +40,7 @@ TwRoot {
                 },
                 COLON@12..13 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@13..20 "outline" [] [],
@@ -64,10 +66,11 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..7
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_STATIC_CANDIDATE@0..7
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@0..7
         0: TW_BASE@0..7 "border" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@7..25
       0: TW_VARIANT_LIST@7..13
         0: TW_VARIANT_EXPRESSION@7..12
@@ -78,13 +81,14 @@ TwRoot {
           2: (empty)
         1: COLON@12..13 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@13..25
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@13..25
         0: TW_BASE@13..20 "outline" [] []
         1: DASH@20..21 "-" [] []
         2: TW_NAMED_VALUE@21..25
           0: TW_VALUE@21..25 "none" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@25..26 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/negative.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/negative.txt.snap
index d6dec2cb46ec..155e5a74158b 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/negative.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/negative.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: DASH@0..1 "-" [] [],
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@1..4 "top" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: DASH@7..8 "-" [] [],
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@8..10 "mb" [] [],
@@ -56,6 +58,7 @@ TwRoot {
                 },
                 COLON@18..19 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: DASH@19..20 "-" [] [],
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@20..22 "mt" [] [],
@@ -80,24 +83,26 @@ TwRoot {
   1: TW_CANDIDATE_LIST@0..24
     0: TW_FULL_CANDIDATE@0..7
       0: TW_VARIANT_LIST@0..0
-      1: DASH@0..1 "-" [] []
-      2: TW_FUNCTIONAL_CANDIDATE@1..7
+      1: (empty)
+      2: DASH@0..1 "-" [] []
+      3: TW_FUNCTIONAL_CANDIDATE@1..7
         0: TW_BASE@1..4 "top" [] []
         1: DASH@4..5 "-" [] []
         2: TW_NUMBER_VALUE@5..7
           0: TW_NUMBER@5..7 "4" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@7..13
       0: TW_VARIANT_LIST@7..7
-      1: DASH@7..8 "-" [] []
-      2: TW_FUNCTIONAL_CANDIDATE@8..13
+      1: (empty)
+      2: DASH@7..8 "-" [] []
+      3: TW_FUNCTIONAL_CANDIDATE@8..13
         0: TW_BASE@8..10 "mb" [] []
         1: DASH@10..11 "-" [] []
         2: TW_NUMBER_VALUE@11..13
           0: TW_NUMBER@11..13 "2" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@13..24
       0: TW_VARIANT_LIST@13..19
         0: TW_VARIANT_EXPRESSION@13..18
@@ -107,14 +112,15 @@ TwRoot {
           1: (empty)
           2: (empty)
         1: COLON@18..19 ":" [] []
-      1: DASH@19..20 "-" [] []
-      2: TW_FUNCTIONAL_CANDIDATE@20..24
+      1: (empty)
+      2: DASH@19..20 "-" [] []
+      3: TW_FUNCTIONAL_CANDIDATE@20..24
         0: TW_BASE@20..22 "mt" [] []
         1: DASH@22..23 "-" [] []
         2: TW_NUMBER_VALUE@23..24
           0: TW_NUMBER@23..24 "2" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@24..25 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/number-value.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/number-value.txt.snap
index 44d4d5a78901..77934fb8b89b 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/number-value.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/number-value.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -44,13 +45,14 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..3
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..3
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..3
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_NUMBER_VALUE@2..3
           0: TW_NUMBER@2..3 "3" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@3..4 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/percentage-value.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/percentage-value.txt.snap
index 2f9107b82336..3bc768855c89 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/percentage-value.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/percentage-value.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..8 "progress" [] [],
@@ -45,14 +46,15 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..12
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..12
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..12
         0: TW_BASE@0..8 "progress" [] []
         1: DASH@8..9 "-" [] []
         2: TW_PERCENTAGE_VALUE@9..12
           0: TW_NUMBER@9..11 "50" [] []
           1: PERCENT@11..12 "%" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@12..13 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/ratio-value.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/ratio-value.txt.snap
index bdba749709a5..a2d69ddd6f9e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/ratio-value.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/ratio-value.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..1 "w" [] [],
@@ -49,7 +50,8 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..5
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..5
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..5
         0: TW_BASE@0..1 "w" [] []
         1: DASH@1..2 "-" [] []
         2: TW_NUMBER_VALUE@2..3
@@ -58,7 +60,7 @@ TwRoot {
           0: SLASH@3..4 "/" [] []
           1: TW_NUMBER_VALUE@4..5
             0: TW_NUMBER@4..5 "4" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@5..6 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/static.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/static.txt.snap
index 12909affcb83..00fbf81c0e0b 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/static.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/simple/static.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@0..9 "underline" [] [],
@@ -40,10 +41,11 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..9
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_STATIC_CANDIDATE@0..9
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@0..9
         0: TW_BASE@0..9 "underline" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@9..10 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-1.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-1.txt.snap
index e5b92c3c2cd4..2d1fd4c78243 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-1.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-1.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..4 "text" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@8..15 "leading" [] [],
@@ -63,6 +65,7 @@ TwRoot {
                 },
                 COLON@28..29 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@29..33 "text" [] [],
@@ -125,6 +128,7 @@ TwRoot {
                 },
                 COLON@71..72 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@72..76 "text" [] [],
@@ -138,6 +142,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@85..90 "flex" [] [Whitespace(" ")],
@@ -147,6 +152,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@90..95 "items" [] [],
@@ -160,6 +166,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@103..106 "gap" [] [],
@@ -190,6 +197,7 @@ TwRoot {
                 },
                 COLON@124..125 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@125..132 "opacity" [] [],
@@ -220,6 +228,7 @@ TwRoot {
                 },
                 COLON@154..155 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@155..161 "cursor" [] [],
@@ -245,17 +254,19 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..8
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..8
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..8
         0: TW_BASE@0..4 "text" [] []
         1: DASH@4..5 "-" [] []
         2: TW_NAMED_VALUE@5..8
           0: TW_VALUE@5..8 "sm" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@8..23
       0: TW_VARIANT_LIST@8..8
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@8..23
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@8..23
         0: TW_BASE@8..15 "leading" [] []
         1: DASH@15..16 "-" [] []
         2: TW_ARBITRARY_VALUE@16..23
@@ -266,7 +277,7 @@ TwRoot {
               1: IDENT@19..21 "px" [] []
           2: R_BRACKET@21..23 "]" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@23..45
       0: TW_VARIANT_LIST@23..29
         0: TW_VARIANT_EXPRESSION@23..28
@@ -277,7 +288,8 @@ TwRoot {
           2: (empty)
         1: COLON@28..29 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@29..45
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@29..45
         0: TW_BASE@29..33 "text" [] []
         1: DASH@33..34 "-" [] []
         2: TW_NAMED_VALUE@34..36
@@ -291,7 +303,7 @@ TwRoot {
                 0: CSS_NUMBER_LITERAL@38..41 "100" [] []
                 1: IDENT@41..43 "px" [] []
             2: R_BRACKET@43..45 "]" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@45..85
       0: TW_VARIANT_LIST@45..72
         0: TW_VARIANT_EXPRESSION@45..50
@@ -321,40 +333,44 @@ TwRoot {
           2: (empty)
         5: COLON@71..72 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@72..85
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@72..85
         0: TW_BASE@72..76 "text" [] []
         1: DASH@76..77 "-" [] []
         2: TW_NAMED_VALUE@77..85
           0: TW_VALUE@77..85 "red-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@85..90
       0: TW_VARIANT_LIST@85..85
       1: (empty)
-      2: TW_STATIC_CANDIDATE@85..90
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@85..90
         0: TW_BASE@85..90 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@90..103
       0: TW_VARIANT_LIST@90..90
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@90..103
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@90..103
         0: TW_BASE@90..95 "items" [] []
         1: DASH@95..96 "-" [] []
         2: TW_NAMED_VALUE@96..103
           0: TW_VALUE@96..103 "center" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@103..109
       0: TW_VARIANT_LIST@103..103
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@103..109
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@103..109
         0: TW_BASE@103..106 "gap" [] []
         1: DASH@106..107 "-" [] []
         2: TW_NUMBER_VALUE@107..109
           0: TW_NUMBER@107..109 "2" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     7: TW_FULL_CANDIDATE@109..136
       0: TW_VARIANT_LIST@109..125
         0: TW_VARIANT_EXPRESSION@109..124
@@ -370,13 +386,14 @@ TwRoot {
           2: (empty)
         1: COLON@124..125 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@125..136
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@125..136
         0: TW_BASE@125..132 "opacity" [] []
         1: DASH@132..133 "-" [] []
         2: TW_NUMBER_VALUE@133..136
           0: TW_NUMBER@133..136 "50" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     8: TW_FULL_CANDIDATE@136..173
       0: TW_VARIANT_LIST@136..155
         0: TW_ARBITRARY_VARIANT@136..145
@@ -392,13 +409,14 @@ TwRoot {
           2: (empty)
         3: COLON@154..155 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@155..173
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@155..173
         0: TW_BASE@155..161 "cursor" [] []
         1: DASH@161..162 "-" [] []
         2: TW_NAMED_VALUE@162..173
           0: TW_VALUE@162..173 "not-allowed" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@173..174 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-2.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-2.txt.snap
index 50a6afb52466..be4a0cefdd9e 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-2.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/stress/stress-2.txt.snap
@@ -19,6 +19,7 @@ TwRoot {
     candidates: TwCandidateList [
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@0..6 "border" [] [],
@@ -32,6 +33,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@18..22 "text" [] [],
@@ -45,6 +47,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@34..45 "ring-offset" [] [],
@@ -73,6 +76,7 @@ TwRoot {
                 },
                 COLON@70..71 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@71..75 "ring" [] [],
@@ -86,6 +90,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@81..87 "aspect" [] [],
@@ -99,6 +104,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@95..99 "size" [] [],
@@ -112,6 +118,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@102..109 "rounded" [] [],
@@ -125,6 +132,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@115..122 "border" [] [Whitespace(" ")],
@@ -145,6 +153,7 @@ TwRoot {
                 },
                 COLON@127..128 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@128..135 "outline" [] [],
@@ -173,6 +182,7 @@ TwRoot {
                 },
                 COLON@154..155 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@155..159 "ring" [] [],
@@ -201,6 +211,7 @@ TwRoot {
                 },
                 COLON@175..176 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@176..187 "ring-offset" [] [],
@@ -225,6 +236,7 @@ TwRoot {
                 },
                 COLON@198..199 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@199..205 "cursor" [] [],
@@ -249,6 +261,7 @@ TwRoot {
                 },
                 COLON@226..227 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@227..234 "opacity" [] [],
@@ -274,33 +287,36 @@ TwRoot {
     0: TW_FULL_CANDIDATE@0..18
       0: TW_VARIANT_LIST@0..0
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@0..18
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@0..18
         0: TW_BASE@0..6 "border" [] []
         1: DASH@6..7 "-" [] []
         2: TW_NAMED_VALUE@7..18
           0: TW_VALUE@7..18 "foreground" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@18..34
       0: TW_VARIANT_LIST@18..18
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@18..34
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@18..34
         0: TW_BASE@18..22 "text" [] []
         1: DASH@22..23 "-" [] []
         2: TW_NAMED_VALUE@23..34
           0: TW_VALUE@23..34 "foreground" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@34..57
       0: TW_VARIANT_LIST@34..34
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@34..57
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@34..57
         0: TW_BASE@34..45 "ring-offset" [] []
         1: DASH@45..46 "-" [] []
         2: TW_NAMED_VALUE@46..57
           0: TW_VALUE@46..57 "background" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@57..81
       0: TW_VARIANT_LIST@57..71
         0: TW_VARIANT_EXPRESSION@57..70
@@ -314,50 +330,55 @@ TwRoot {
           2: (empty)
         1: COLON@70..71 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@71..81
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@71..81
         0: TW_BASE@71..75 "ring" [] []
         1: DASH@75..76 "-" [] []
         2: TW_NAMED_VALUE@76..81
           0: TW_VALUE@76..81 "ring" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@81..95
       0: TW_VARIANT_LIST@81..81
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@81..95
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@81..95
         0: TW_BASE@81..87 "aspect" [] []
         1: DASH@87..88 "-" [] []
         2: TW_NAMED_VALUE@88..95
           0: TW_VALUE@88..95 "square" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@95..102
       0: TW_VARIANT_LIST@95..95
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@95..102
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@95..102
         0: TW_BASE@95..99 "size" [] []
         1: DASH@99..100 "-" [] []
         2: TW_NUMBER_VALUE@100..102
           0: TW_NUMBER@100..102 "4" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@102..115
       0: TW_VARIANT_LIST@102..102
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@102..115
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@102..115
         0: TW_BASE@102..109 "rounded" [] []
         1: DASH@109..110 "-" [] []
         2: TW_NAMED_VALUE@110..115
           0: TW_VALUE@110..115 "full" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     7: TW_FULL_CANDIDATE@115..122
       0: TW_VARIANT_LIST@115..115
       1: (empty)
-      2: TW_STATIC_CANDIDATE@115..122
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@115..122
         0: TW_BASE@115..122 "border" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     8: TW_FULL_CANDIDATE@122..141
       0: TW_VARIANT_LIST@122..128
         0: TW_VARIANT_EXPRESSION@122..127
@@ -368,13 +389,14 @@ TwRoot {
           2: (empty)
         1: COLON@127..128 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@128..141
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@128..141
         0: TW_BASE@128..135 "outline" [] []
         1: DASH@135..136 "-" [] []
         2: TW_NAMED_VALUE@136..141
           0: TW_VALUE@136..141 "none" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     9: TW_FULL_CANDIDATE@141..162
       0: TW_VARIANT_LIST@141..155
         0: TW_VARIANT_EXPRESSION@141..154
@@ -388,13 +410,14 @@ TwRoot {
           2: (empty)
         1: COLON@154..155 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@155..162
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@155..162
         0: TW_BASE@155..159 "ring" [] []
         1: DASH@159..160 "-" [] []
         2: TW_NUMBER_VALUE@160..162
           0: TW_NUMBER@160..162 "2" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     10: TW_FULL_CANDIDATE@162..190
       0: TW_VARIANT_LIST@162..176
         0: TW_VARIANT_EXPRESSION@162..175
@@ -408,13 +431,14 @@ TwRoot {
           2: (empty)
         1: COLON@175..176 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@176..190
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@176..190
         0: TW_BASE@176..187 "ring-offset" [] []
         1: DASH@187..188 "-" [] []
         2: TW_NUMBER_VALUE@188..190
           0: TW_NUMBER@188..190 "2" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     11: TW_FULL_CANDIDATE@190..218
       0: TW_VARIANT_LIST@190..199
         0: TW_VARIANT_EXPRESSION@190..198
@@ -425,13 +449,14 @@ TwRoot {
           2: (empty)
         1: COLON@198..199 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@199..218
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@199..218
         0: TW_BASE@199..205 "cursor" [] []
         1: DASH@205..206 "-" [] []
         2: TW_NAMED_VALUE@206..218
           0: TW_VALUE@206..218 "not-allowed" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     12: TW_FULL_CANDIDATE@218..237
       0: TW_VARIANT_LIST@218..227
         0: TW_VARIANT_EXPRESSION@218..226
@@ -442,13 +467,14 @@ TwRoot {
           2: (empty)
         1: COLON@226..227 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@227..237
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@227..237
         0: TW_BASE@227..234 "opacity" [] []
         1: DASH@234..235 "-" [] []
         2: TW_NUMBER_VALUE@235..237
           0: TW_NUMBER@235..237 "50" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@237..238 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-selector-functional-candidate.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-selector-functional-candidate.txt.snap
index 44cca5b77995..990af9a98bd4 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-selector-functional-candidate.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-selector-functional-candidate.txt.snap
@@ -36,6 +36,7 @@ TwRoot {
                 },
                 COLON@11..12 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@12..21 "underline" [] [],
@@ -69,10 +70,11 @@ TwRoot {
           2: R_BRACKET@10..11 "]" [] []
         3: COLON@11..12 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@12..21
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@12..21
         0: TW_BASE@12..21 "underline" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@21..22 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-variant.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-variant.txt.snap
index 3092616a4c07..c3f470e70175 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-variant.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/arbitrary-variant.txt.snap
@@ -26,6 +26,7 @@ TwRoot {
                 },
                 COLON@5..6 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@6..10 "text" [] [],
@@ -56,13 +57,14 @@ TwRoot {
           2: R_BRACKET@4..5 "]" [] []
         1: COLON@5..6 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@6..18
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@6..18
         0: TW_BASE@6..10 "text" [] []
         1: DASH@10..11 "-" [] []
         2: TW_NAMED_VALUE@11..18
           0: TW_VALUE@11..18 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@18..19 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/child-descendant.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/child-descendant.txt.snap
index 2476dbc264dc..ed31dfd576df 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/child-descendant.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/child-descendant.txt.snap
@@ -29,6 +29,7 @@ TwRoot {
                 },
                 COLON@1..2 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@2..7 "flex" [] [Whitespace(" ")],
@@ -49,6 +50,7 @@ TwRoot {
                 },
                 COLON@9..10 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@10..14 "flex" [] [],
@@ -77,10 +79,11 @@ TwRoot {
           2: (empty)
         1: COLON@1..2 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@2..7
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@2..7
         0: TW_BASE@2..7 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@7..14
       0: TW_VARIANT_LIST@7..10
         0: TW_VARIANT_EXPRESSION@7..9
@@ -91,10 +94,11 @@ TwRoot {
           2: (empty)
         1: COLON@9..10 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@10..14
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@10..14
         0: TW_BASE@10..14 "flex" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@14..14 "" [] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/combinator-selectors.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/combinator-selectors.txt.snap
index e4369c78a2fc..ae6e15410714 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/combinator-selectors.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/combinator-selectors.txt.snap
@@ -35,6 +35,7 @@ TwRoot {
                 },
                 COLON@10..11 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@11..16 "flex" [] [Whitespace(" ")],
@@ -61,6 +62,7 @@ TwRoot {
                 },
                 COLON@24..25 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@25..30 "flex" [] [Whitespace(" ")],
@@ -87,6 +89,7 @@ TwRoot {
                 },
                 COLON@41..42 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@42..47 "flex" [] [Whitespace(" ")],
@@ -117,6 +120,7 @@ TwRoot {
                 },
                 COLON@63..64 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@64..68 "flex" [] [],
@@ -150,10 +154,11 @@ TwRoot {
           2: (empty)
         1: COLON@10..11 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@11..16
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@11..16
         0: TW_BASE@11..16 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@16..30
       0: TW_VARIANT_LIST@16..25
         0: TW_VARIANT_EXPRESSION@16..24
@@ -169,10 +174,11 @@ TwRoot {
           2: (empty)
         1: COLON@24..25 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@25..30
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@25..30
         0: TW_BASE@25..30 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@30..47
       0: TW_VARIANT_LIST@30..42
         0: TW_VARIANT_EXPRESSION@30..41
@@ -188,10 +194,11 @@ TwRoot {
           2: (empty)
         1: COLON@41..42 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@42..47
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@42..47
         0: TW_BASE@42..47 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@47..68
       0: TW_VARIANT_LIST@47..64
         0: TW_VARIANT_EXPRESSION@47..63
@@ -210,10 +217,11 @@ TwRoot {
           2: (empty)
         1: COLON@63..64 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@64..68
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@64..68
         0: TW_BASE@64..68 "flex" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@68..68 "" [] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/consecutive-arbitrary-variants.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/consecutive-arbitrary-variants.txt.snap
index 51b637255ccd..c56a295665e7 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/consecutive-arbitrary-variants.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/consecutive-arbitrary-variants.txt.snap
@@ -26,6 +26,7 @@ TwRoot {
                 },
                 COLON@25..26 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@26..31 "grid" [] [Whitespace(" ")],
@@ -42,6 +43,7 @@ TwRoot {
                 },
                 COLON@52..53 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@53..55 "mt" [] [],
@@ -62,6 +64,7 @@ TwRoot {
                 },
                 COLON@74..75 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@75..77 "bg" [] [],
@@ -92,6 +95,7 @@ TwRoot {
                 },
                 COLON@98..99 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@99..108 "underline" [] [],
@@ -118,10 +122,11 @@ TwRoot {
           2: R_BRACKET@24..25 "]" [] []
         1: COLON@25..26 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@26..31
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@26..31
         0: TW_BASE@26..31 "grid" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@31..58
       0: TW_VARIANT_LIST@31..53
         0: TW_ARBITRARY_VARIANT@31..52
@@ -130,13 +135,14 @@ TwRoot {
           2: R_BRACKET@51..52 "]" [] []
         1: COLON@52..53 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@53..58
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@53..58
         0: TW_BASE@53..55 "mt" [] []
         1: DASH@55..56 "-" [] []
         2: TW_NUMBER_VALUE@56..58
           0: TW_NUMBER@56..58 "4" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@58..87
       0: TW_VARIANT_LIST@58..75
         0: TW_ARBITRARY_VARIANT@58..74
@@ -145,13 +151,14 @@ TwRoot {
           2: R_BRACKET@73..74 "]" [] []
         1: COLON@74..75 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@75..87
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@75..87
         0: TW_BASE@75..77 "bg" [] []
         1: DASH@77..78 "-" [] []
         2: TW_NAMED_VALUE@78..87
           0: TW_VALUE@78..87 "blue-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@87..108
       0: TW_VARIANT_LIST@87..99
         0: TW_VARIANT_EXPRESSION@87..92
@@ -167,10 +174,11 @@ TwRoot {
           2: R_BRACKET@97..98 "]" [] []
         3: COLON@98..99 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@99..108
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@99..108
         0: TW_BASE@99..108 "underline" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@108..109 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/container-query.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/container-query.txt.snap
index d7f7cf1f745d..593e9d4eb5ad 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/container-query.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/container-query.txt.snap
@@ -29,6 +29,7 @@ TwRoot {
                 },
                 COLON@3..4 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@4..9 "flex" [] [Whitespace(" ")],
@@ -49,6 +50,7 @@ TwRoot {
                 },
                 COLON@12..13 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@13..18 "flex" [] [Whitespace(" ")],
@@ -69,6 +71,7 @@ TwRoot {
                 },
                 COLON@21..22 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@22..27 "flex" [] [Whitespace(" ")],
@@ -93,6 +96,7 @@ TwRoot {
                 },
                 COLON@34..35 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@35..40 "flex" [] [Whitespace(" ")],
@@ -119,6 +123,7 @@ TwRoot {
                 },
                 COLON@52..53 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@53..58 "flex" [] [Whitespace(" ")],
@@ -139,6 +144,7 @@ TwRoot {
                 },
                 COLON@68..69 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@69..73 "flex" [] [],
@@ -167,10 +173,11 @@ TwRoot {
           2: (empty)
         1: COLON@3..4 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@4..9
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@4..9
         0: TW_BASE@4..9 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@9..18
       0: TW_VARIANT_LIST@9..13
         0: TW_VARIANT_EXPRESSION@9..12
@@ -181,10 +188,11 @@ TwRoot {
           2: (empty)
         1: COLON@12..13 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@13..18
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@13..18
         0: TW_BASE@13..18 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@18..27
       0: TW_VARIANT_LIST@18..22
         0: TW_VARIANT_EXPRESSION@18..21
@@ -195,10 +203,11 @@ TwRoot {
           2: (empty)
         1: COLON@21..22 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@22..27
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@22..27
         0: TW_BASE@22..27 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@27..40
       0: TW_VARIANT_LIST@27..35
         0: TW_VARIANT_EXPRESSION@27..34
@@ -212,10 +221,11 @@ TwRoot {
           2: (empty)
         1: COLON@34..35 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@35..40
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@35..40
         0: TW_BASE@35..40 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@40..58
       0: TW_VARIANT_LIST@40..53
         0: TW_VARIANT_EXPRESSION@40..52
@@ -231,10 +241,11 @@ TwRoot {
           2: (empty)
         1: COLON@52..53 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@53..58
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@53..58
         0: TW_BASE@53..58 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@58..73
       0: TW_VARIANT_LIST@58..69
         0: TW_VARIANT_EXPRESSION@58..68
@@ -245,10 +256,11 @@ TwRoot {
           2: (empty)
         1: COLON@68..69 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@69..73
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@69..73
         0: TW_BASE@69..73 "flex" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@73..73 "" [] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-arbirary-param.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-arbirary-param.txt.snap
index 74a608cd19a1..4940c3427c7f 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-arbirary-param.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-arbirary-param.txt.snap
@@ -36,6 +36,7 @@ TwRoot {
                 },
                 COLON@15..16 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@16..20 "text" [] [],
@@ -73,13 +74,14 @@ TwRoot {
           2: (empty)
         1: COLON@15..16 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@16..28
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@16..28
         0: TW_BASE@16..20 "text" [] []
         1: DASH@20..21 "-" [] []
         2: TW_NAMED_VALUE@21..28
           0: TW_VALUE@21..28 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@28..29 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-named-param.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-named-param.txt.snap
index 5e1c7609eecc..37251f0b0197 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-named-param.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/functional-named-param.txt.snap
@@ -34,6 +34,7 @@ TwRoot {
                 },
                 COLON@13..14 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@14..18 "text" [] [],
@@ -69,13 +70,14 @@ TwRoot {
           2: (empty)
         1: COLON@13..14 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@14..26
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@14..26
         0: TW_BASE@14..18 "text" [] []
         1: DASH@18..19 "-" [] []
         2: TW_NAMED_VALUE@19..26
           0: TW_VALUE@19..26 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@26..27 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover.txt.snap
index c3a65afb01ef..61b060b95ef4 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover.txt.snap
@@ -30,6 +30,7 @@ TwRoot {
                 },
                 COLON@5..6 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@6..10 "text" [] [],
@@ -62,13 +63,14 @@ TwRoot {
           2: (empty)
         1: COLON@5..6 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@6..18
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@6..18
         0: TW_BASE@6..10 "text" [] []
         1: DASH@10..11 "-" [] []
         2: TW_NAMED_VALUE@11..18
           0: TW_VALUE@11..18 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@18..19 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover_focus.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover_focus.txt.snap
index 6bf42c6636d5..dd51a376c25f 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover_focus.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/hover_focus.txt.snap
@@ -40,6 +40,7 @@ TwRoot {
                 },
                 COLON@11..12 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@12..16 "text" [] [],
@@ -79,13 +80,14 @@ TwRoot {
           2: (empty)
         3: COLON@11..12 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@12..24
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@12..24
         0: TW_BASE@12..16 "text" [] []
         1: DASH@16..17 "-" [] []
         2: TW_NAMED_VALUE@17..24
           0: TW_VALUE@17..24 "red-500" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@24..25 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/starts-with-number.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/starts-with-number.txt.snap
index 131e70c15bac..a4494cef88c4 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/starts-with-number.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/starts-with-number.txt.snap
@@ -30,6 +30,7 @@ TwRoot {
                 },
                 COLON@3..4 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@4..9 "table" [] [],
@@ -58,10 +59,11 @@ TwRoot {
           2: (empty)
         1: COLON@3..4 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@4..9
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@4..9
         0: TW_BASE@4..9 "table" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@9..10 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression-data.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression-data.txt.snap
index 506fb193987e..feb82c216b75 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression-data.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression-data.txt.snap
@@ -34,6 +34,7 @@ TwRoot {
                 },
                 COLON@11..12 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@12..17 "flex" [] [Whitespace(" ")],
@@ -60,6 +61,7 @@ TwRoot {
                 },
                 COLON@34..35 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@35..41 "block" [] [Whitespace(" ")],
@@ -90,6 +92,7 @@ TwRoot {
                 },
                 COLON@64..65 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@65..71 "block" [] [Whitespace(" ")],
@@ -120,6 +123,7 @@ TwRoot {
                 },
                 COLON@84..85 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@85..91 "block" [] [Whitespace(" ")],
@@ -146,6 +150,7 @@ TwRoot {
                 },
                 COLON@105..106 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@106..110 "text" [] [],
@@ -174,6 +179,7 @@ TwRoot {
                 },
                 COLON@125..126 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@126..131 "flex" [] [Whitespace(" ")],
@@ -198,6 +204,7 @@ TwRoot {
                 },
                 COLON@137..138 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@138..142 "grid" [] [],
@@ -229,10 +236,11 @@ TwRoot {
           2: (empty)
         1: COLON@11..12 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@12..17
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@12..17
         0: TW_BASE@12..17 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@17..41
       0: TW_VARIANT_LIST@17..35
         0: TW_VARIANT_EXPRESSION@17..34
@@ -248,10 +256,11 @@ TwRoot {
           2: (empty)
         1: COLON@34..35 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@35..41
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@35..41
         0: TW_BASE@35..41 "block" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@41..71
       0: TW_VARIANT_LIST@41..65
         0: TW_VARIANT_EXPRESSION@41..64
@@ -270,10 +279,11 @@ TwRoot {
           2: (empty)
         1: COLON@64..65 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@65..71
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@65..71
         0: TW_BASE@65..71 "block" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@71..91
       0: TW_VARIANT_LIST@71..85
         0: TW_VARIANT_EXPRESSION@71..84
@@ -292,10 +302,11 @@ TwRoot {
           2: (empty)
         1: COLON@84..85 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@85..91
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@85..91
         0: TW_BASE@85..91 "block" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@91..119
       0: TW_VARIANT_LIST@91..106
         0: TW_VARIANT_EXPRESSION@91..105
@@ -311,13 +322,14 @@ TwRoot {
           2: (empty)
         1: COLON@105..106 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@106..119
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@106..119
         0: TW_BASE@106..110 "text" [] []
         1: DASH@110..111 "-" [] []
         2: TW_NAMED_VALUE@111..119
           0: TW_VALUE@111..119 "red-500" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@119..131
       0: TW_VARIANT_LIST@119..126
         0: TW_VARIANT_EXPRESSION@119..125
@@ -331,10 +343,11 @@ TwRoot {
           2: (empty)
         1: COLON@125..126 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@126..131
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@126..131
         0: TW_BASE@126..131 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@131..142
       0: TW_VARIANT_LIST@131..138
         0: TW_VARIANT_EXPRESSION@131..137
@@ -348,10 +361,11 @@ TwRoot {
           2: (empty)
         1: COLON@137..138 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@138..142
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@138..142
         0: TW_BASE@138..142 "grid" [] []
         1: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@142..143 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression.txt.snap
index 8663fdb61705..1be1971e29ae 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-expression.txt.snap
@@ -30,6 +30,7 @@ TwRoot {
                 },
                 COLON@5..6 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@6..11 "flex" [] [Whitespace(" ")],
@@ -54,6 +55,7 @@ TwRoot {
                 },
                 COLON@22..23 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@23..28 "flex" [] [Whitespace(" ")],
@@ -82,6 +84,7 @@ TwRoot {
                 },
                 COLON@44..45 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@45..50 "flex" [] [Whitespace(" ")],
@@ -120,6 +123,7 @@ TwRoot {
                 },
                 COLON@72..73 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@73..78 "flex" [] [Whitespace(" ")],
@@ -144,6 +148,7 @@ TwRoot {
                 },
                 COLON@91..92 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@92..96 "ring" [] [],
@@ -172,6 +177,7 @@ TwRoot {
                 },
                 COLON@111..112 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@112..117 "flex" [] [Whitespace(" ")],
@@ -198,6 +204,7 @@ TwRoot {
                 },
                 COLON@132..133 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@133..140 "opacity" [] [],
@@ -230,10 +237,11 @@ TwRoot {
           2: (empty)
         1: COLON@5..6 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@6..11
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@6..11
         0: TW_BASE@6..11 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@11..28
       0: TW_VARIANT_LIST@11..23
         0: TW_VARIANT_EXPRESSION@11..22
@@ -247,10 +255,11 @@ TwRoot {
           2: (empty)
         1: COLON@22..23 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@23..28
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@23..28
         0: TW_BASE@23..28 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@28..50
       0: TW_VARIANT_LIST@28..45
         0: TW_VARIANT_EXPRESSION@28..44
@@ -267,10 +276,11 @@ TwRoot {
           2: (empty)
         1: COLON@44..45 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@45..50
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@45..50
         0: TW_BASE@45..50 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@50..78
       0: TW_VARIANT_LIST@50..73
         0: TW_VARIANT_EXPRESSION@50..61
@@ -294,10 +304,11 @@ TwRoot {
           2: (empty)
         3: COLON@72..73 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@73..78
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@73..78
         0: TW_BASE@73..78 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@78..102
       0: TW_VARIANT_LIST@78..92
         0: TW_VARIANT_EXPRESSION@78..91
@@ -311,13 +322,14 @@ TwRoot {
           2: (empty)
         1: COLON@91..92 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@92..102
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@92..102
         0: TW_BASE@92..96 "ring" [] []
         1: DASH@96..97 "-" [] []
         2: TW_NAMED_VALUE@97..102
           0: TW_VALUE@97..102 "ring" [] [Whitespace(" ")]
         3: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@102..117
       0: TW_VARIANT_LIST@102..112
         0: TW_VARIANT_EXPRESSION@102..111
@@ -331,10 +343,11 @@ TwRoot {
           2: (empty)
         1: COLON@111..112 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@112..117
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@112..117
         0: TW_BASE@112..117 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@117..143
       0: TW_VARIANT_LIST@117..133
         0: TW_VARIANT_EXPRESSION@117..132
@@ -350,13 +363,14 @@ TwRoot {
           2: (empty)
         1: COLON@132..133 ":" [] []
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@133..143
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@133..143
         0: TW_BASE@133..140 "opacity" [] []
         1: DASH@140..141 "-" [] []
         2: TW_NUMBER_VALUE@141..143
           0: TW_NUMBER@141..143 "50" [] []
         3: (empty)
-      3: (empty)
+      4: (empty)
   2: EOF@143..144 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-modifier.txt.snap b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-modifier.txt.snap
index 0b54232a69b9..acb76bf94e27 100644
--- a/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-modifier.txt.snap
+++ b/crates/biome_tailwind_parser/tests/tailwind_specs/ok/variants/variant-modifier.txt.snap
@@ -39,6 +39,7 @@ TwRoot {
                 },
                 COLON@16..17 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@17..22 "flex" [] [Whitespace(" ")],
@@ -68,6 +69,7 @@ TwRoot {
                 },
                 COLON@38..39 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@39..44 "flex" [] [Whitespace(" ")],
@@ -93,6 +95,7 @@ TwRoot {
                 },
                 COLON@52..53 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@53..58 "flex" [] [Whitespace(" ")],
@@ -117,6 +120,7 @@ TwRoot {
                 },
                 COLON@66..67 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@67..72 "flex" [] [Whitespace(" ")],
@@ -146,6 +150,7 @@ TwRoot {
                 },
                 COLON@85..86 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@86..91 "flex" [] [Whitespace(" ")],
@@ -181,6 +186,7 @@ TwRoot {
                 },
                 COLON@107..108 ":" [] [],
             ],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwStaticCandidate {
                 base_token: TW_BASE@108..113 "flex" [] [Whitespace(" ")],
@@ -190,6 +196,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@113..115 "bg" [] [],
@@ -208,6 +215,7 @@ TwRoot {
         },
         TwFullCandidate {
             variants: TwVariantList [],
+            legacy_important_token: missing (optional),
             negative_token: missing (optional),
             candidate: TwFunctionalCandidate {
                 base_token: TW_BASE@127..128 "w" [] [],
@@ -251,10 +259,11 @@ TwRoot {
               0: TW_VALUE@12..16 "menu" [] []
         1: COLON@16..17 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@17..22
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@17..22
         0: TW_BASE@17..22 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     1: TW_FULL_CANDIDATE@22..44
       0: TW_VARIANT_LIST@22..39
         0: TW_VARIANT_EXPRESSION@22..38
@@ -271,10 +280,11 @@ TwRoot {
               0: TW_VALUE@35..38 "foo" [] []
         1: COLON@38..39 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@39..44
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@39..44
         0: TW_BASE@39..44 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     2: TW_FULL_CANDIDATE@44..58
       0: TW_VARIANT_LIST@44..53
         0: TW_VARIANT_EXPRESSION@44..52
@@ -288,10 +298,11 @@ TwRoot {
               0: TW_VALUE@48..52 "main" [] []
         1: COLON@52..53 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@53..58
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@53..58
         0: TW_BASE@53..58 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     3: TW_FULL_CANDIDATE@58..72
       0: TW_VARIANT_LIST@58..67
         0: TW_VARIANT_EXPRESSION@58..66
@@ -305,10 +316,11 @@ TwRoot {
           2: (empty)
         1: COLON@66..67 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@67..72
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@67..72
         0: TW_BASE@67..72 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     4: TW_FULL_CANDIDATE@72..91
       0: TW_VARIANT_LIST@72..86
         0: TW_VARIANT_EXPRESSION@72..85
@@ -325,10 +337,11 @@ TwRoot {
               0: TW_VALUE@81..85 "name" [] []
         1: COLON@85..86 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@86..91
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@86..91
         0: TW_BASE@86..91 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     5: TW_FULL_CANDIDATE@91..113
       0: TW_VARIANT_LIST@91..108
         0: TW_VARIANT_EXPRESSION@91..107
@@ -349,14 +362,16 @@ TwRoot {
               2: R_BRACKET@106..107 "]" [] []
         1: COLON@107..108 ":" [] []
       1: (empty)
-      2: TW_STATIC_CANDIDATE@108..113
+      2: (empty)
+      3: TW_STATIC_CANDIDATE@108..113
         0: TW_BASE@108..113 "flex" [] [Whitespace(" ")]
         1: (empty)
-      3: (empty)
+      4: (empty)
     6: TW_FULL_CANDIDATE@113..127
       0: TW_VARIANT_LIST@113..113
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@113..127
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@113..127
         0: TW_BASE@113..115 "bg" [] []
         1: DASH@115..116 "-" [] []
         2: TW_NAMED_VALUE@116..123
@@ -365,11 +380,12 @@ TwRoot {
           0: SLASH@123..124 "/" [] []
           1: TW_NUMBER_VALUE@124..127
             0: TW_NUMBER@124..127 "50" [] [Whitespace(" ")]
-      3: (empty)
+      4: (empty)
     7: TW_FULL_CANDIDATE@127..132
       0: TW_VARIANT_LIST@127..127
       1: (empty)
-      2: TW_FUNCTIONAL_CANDIDATE@127..132
+      2: (empty)
+      3: TW_FUNCTIONAL_CANDIDATE@127..132
         0: TW_BASE@127..128 "w" [] []
         1: DASH@128..129 "-" [] []
         2: TW_NUMBER_VALUE@129..130
@@ -378,7 +394,7 @@ TwRoot {
           0: SLASH@130..131 "/" [] []
           1: TW_NUMBER_VALUE@131..132
             0: TW_NUMBER@131..132 "2" [] []
-      3: (empty)
+      4: (empty)
   2: EOF@132..133 "" [Newline("\n")] []
 
 ```
diff --git a/crates/biome_tailwind_syntax/src/generated/nodes.rs b/crates/biome_tailwind_syntax/src/generated/nodes.rs
index 151cd250f526..77a487080834 100644
--- a/crates/biome_tailwind_syntax/src/generated/nodes.rs
+++ b/crates/biome_tailwind_syntax/src/generated/nodes.rs
@@ -997,6 +997,7 @@ impl TwFullCandidate {
     pub fn as_fields(&self) -> TwFullCandidateFields {
         TwFullCandidateFields {
             variants: self.variants(),
+            legacy_important_token: self.legacy_important_token(),
             negative_token: self.negative_token(),
             candidate: self.candidate(),
             excl_token: self.excl_token(),
@@ -1005,14 +1006,17 @@ impl TwFullCandidate {
     pub fn variants(&self) -> TwVariantList {
         support::list(&self.syntax, 0usize)
     }
-    pub fn negative_token(&self) -> Option<SyntaxToken> {
+    pub fn legacy_important_token(&self) -> Option<SyntaxToken> {
         support::token(&self.syntax, 1usize)
     }
+    pub fn negative_token(&self) -> Option<SyntaxToken> {
+        support::token(&self.syntax, 2usize)
+    }
     pub fn candidate(&self) -> SyntaxResult<AnyTwCandidate> {
-        support::required_node(&self.syntax, 2usize)
+        support::required_node(&self.syntax, 3usize)
     }
     pub fn excl_token(&self) -> Option<SyntaxToken> {
-        support::token(&self.syntax, 3usize)
+        support::token(&self.syntax, 4usize)
     }
 }
 impl Serialize for TwFullCandidate {
@@ -1026,6 +1030,7 @@ impl Serialize for TwFullCandidate {
 #[derive(Serialize)]
 pub struct TwFullCandidateFields {
     pub variants: TwVariantList,
+    pub legacy_important_token: Option<SyntaxToken>,
     pub negative_token: Option<SyntaxToken>,
     pub candidate: SyntaxResult<AnyTwCandidate>,
     pub excl_token: Option<SyntaxToken>,
@@ -3034,6 +3039,10 @@ impl std::fmt::Debug for TwFullCandidate {
             DEPTH.set(current_depth + 1);
             f.debug_struct("TwFullCandidate")
                 .field("variants", &self.variants())
+                .field(
+                    "legacy_important_token",
+                    &support::DebugOptionalElement(self.legacy_important_token()),
+                )
                 .field(
                     "negative_token",
                     &support::DebugOptionalElement(self.negative_token()),
diff --git a/crates/biome_tailwind_syntax/src/generated/nodes_mut.rs b/crates/biome_tailwind_syntax/src/generated/nodes_mut.rs
index 4241c0528ba6..137cccc1948f 100644
--- a/crates/biome_tailwind_syntax/src/generated/nodes_mut.rs
+++ b/crates/biome_tailwind_syntax/src/generated/nodes_mut.rs
@@ -380,22 +380,28 @@ impl TwFullCandidate {
                 .splice_slots(0usize..=0usize, once(Some(element.into_syntax().into()))),
         )
     }
-    pub fn with_negative_token(self, element: Option<SyntaxToken>) -> Self {
+    pub fn with_legacy_important_token(self, element: Option<SyntaxToken>) -> Self {
         Self::unwrap_cast(
             self.syntax
                 .splice_slots(1usize..=1usize, once(element.map(|element| element.into()))),
         )
     }
+    pub fn with_negative_token(self, element: Option<SyntaxToken>) -> Self {
+        Self::unwrap_cast(
+            self.syntax
+                .splice_slots(2usize..=2usize, once(element.map(|element| element.into()))),
+        )
+    }
     pub fn with_candidate(self, element: AnyTwCandidate) -> Self {
         Self::unwrap_cast(
             self.syntax
-                .splice_slots(2usize..=2usize, once(Some(element.into_syntax().into()))),
+                .splice_slots(3usize..=3usize, once(Some(element.into_syntax().into()))),
         )
     }
     pub fn with_excl_token(self, element: Option<SyntaxToken>) -> Self {
         Self::unwrap_cast(
             self.syntax
-                .splice_slots(3usize..=3usize, once(element.map(|element| element.into()))),
+                .splice_slots(4usize..=4usize, once(element.map(|element| element.into()))),
         )
     }
 }
diff --git a/xtask/codegen/tailwind.ungram b/xtask/codegen/tailwind.ungram
index 4d70644e5671..f3712f6a2b80 100644
--- a/xtask/codegen/tailwind.ungram
+++ b/xtask/codegen/tailwind.ungram
@@ -59,8 +59,12 @@ TwCandidateList = AnyTwFullCandidate*
 AnyTwFullCandidate = TwFullCandidate | TwBogusCandidate
 
 // A Candidate is essentially a CSS class from an end user perspective. It's what the end user puts inside the `class` attribute in their HTML, separated by spaces.
+// The important flag is written as a trailing `!` (`flex!`); the leading
+// form (`!flex`) is Tailwind's legacy spelling and is still accepted, but a
+// candidate can't carry both.
 TwFullCandidate =
 	variants: TwVariantList
+	legacy_important: '!'?
 	negative: '-'?
 	candidate: AnyTwCandidate
 	'!'?