Methyltetrazine-acid

 CAS No.: 1380500-88-8  Cat No.: BP-500055  Purity: 95% 4.5  

Methyltetrazine-acid is a functionalized tetrazine-containing linker designed for modular PROTAC and targeted protein degradation workflows that employ tetrazine chemistry to assemble or functionalize bifunctional degraders. Structurally, it incorporates a methyl-substituted tetrazine motif coupled to a carboxylic acid handle, providing both a reactive tetrazine electrophile for bioorthogonal conjugation and a polar acid group for controlled attachment to other PROTAC elements or for downstream coupling strategies. In PROTAC design, the tetrazine moiety enables rapid, selective ligation with complementary strained alkene partners, allowing researchers to build degraders with defined spatial relationships between the targeting ligand and the E3 ligase-recruiting module. The carboxylic acid facilitates purification-friendly characterization and enables further derivatization (e.g., amide or ester formation) to tune linker length, polarity, and degradation potency. This makes Methyltetrazine-acid a valuable component for constructing next-generation, modular targeted degradation tools and for optimizing conjugation conditions in mechanistic studies.

Methyltetrazine-acid

Structure of 1380500-88-8

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Category
PROTAC Linker
Molecular Formula
C₁₁H₁₀N₄O₂
Molecular Weight
230.22

* For research and manufacturing use only. Not for human or clinical use.

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Purity
95%
Solubility
In DMSO: 100 mg/mL (434.37 mM; Need ultrasonic)
Storage
Powder, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]acetic acid
Synonyms
2-(4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl)acetic acid; Methyltetrazine-phenylacetic acid; Methyltetrazine-cid; MeTz-PhAcOH; 4-(6-Methyl-1,2,4,5-tetrazine-3-yl)benzeneacetic acid
InChI Key
TZNOWMYISKGWCY-UHFFFAOYSA-N
InChI
InChI=1S/C11H10N4O2/c1-7-12-14-11(15-13-7)9-4-2-8(3-5-9)6-10(16)17/h2-5H,6H2,1H3,(H,16,17)
SMILES
CC1=NN=C(N=N1)C2=CC=C(C=C2)CC(=O)O
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM4.3437 mL21.7184 mL43.4367 mL
5 mM0.8687 mL4.3437 mL8.6873 mL
10 mM0.4344 mL2.1718 mL4.3437 mL

Methyltetrazine-acid, is designed to provide a chemically robust connection motif for assembling targeted protein degradation constructs. Its functional acid group supports reliable conjugation strategies, enabling modular synthesis of PROTACs that couple an E3 ligase-binding ligand to a target-binding ligand. The linker’s heteroaromatic tetrazine character is well suited to bioorthogonal and click-like assembly workflows, facilitating efficient generation and optimization of degradation agents. Detailed structural and reactivity considerations are provided below.

Structure: Methyltetrazine-acid contains a substituted tetrazine heteroaromatic core bearing an acid functionality. The molecule features conjugated N-rich aromatic bonding, with heteroatom-rich sites that influence polarity and electronic properties. Overall, it is expected to show appreciable hydrogen-bonding capacity and acid-dependent solubility behavior in common organic and mixed solvent systems.

Reactivity: The acid functionality enables coupling to amine- or alcohol-containing partners via standard amide or ester-forming chemistries under mild, PROTAC-compatible conditions. In assembly workflows, tetrazine-containing linkers are frequently used in bioorthogonal conjugation principles that rely on selective reactivity of tetrazines toward complementary partners. Typical approaches employ activating reagents for carboxylates, with polar aprotic solvents and inert atmosphere when required to minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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