
Methyltetrazine-acid | CAS 1380500-88-8
| Catalog Number | R08-0058 |
| Category | Tetrazines |
| Molecular Formula | C₁₁H₁₀N₄O₂ |
| Molecular Weight | 230.22 |
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Product Introduction
Methyltetrazine-acid is a PROTAC linker, which is composed of alkyl chains. Methyltetrazine-acid can be used to synthesize a range of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| 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 |
| Purity | 95% |
| IUPAC Name | 2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenyl]acetic acid |
| SMILES | CC1=NN=C(N=N1)C2=CC=C(C=C2)CC(=O)O |
| 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) |
| InChIKey | TZNOWMYISKGWCY-UHFFFAOYSA-N |
| Solubility | In DMSO: 100 mg/mL (434.37 mM; Need ultrasonic) |
Product Specification
| Storage | Powder, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month |
Application
Methyltetrazine-acid is a tetrazine-based click chemistry reagent designed for bioorthogonal inverse-electron-demand Diels–Alder ligation with strained alkenes or alkynes, enabling rapid labeling and conjugation under mild conditions. The reagent incorporates a methyltetrazine motif that serves as the reactive click handle, paired with an acid functionality that supports formulation flexibility for downstream bioconjugation workflows. As a research-grade tetrazine reagent, Methyltetrazine-acid is commonly used to build modular conjugates for molecular imaging probes, diagnostic reagents, and biomaterials functionalization where controlled attachment of functional payloads is required.
1. Pretargeted Imaging Workflows
Methyltetrazine-acid is widely used in pretargeting-style molecular imaging workflows where a tetrazine-bearing targeting component is followed by a complementary strained-alkene or strained-alkyne imaging partner. Researchers value the orthogonal reactivity and fast conjugation to generate high-contrast probe assemblies at the desired stage of the experiment, supporting modular probe design across different imaging modalities and labeling strategies. The acid functionality can be advantageous for handling and coupling into probe constructs that require robust storage and consistent downstream conjugation behavior.
2. Biomolecular Conjugation Platforms
Methyltetrazine-acid supports site-specific or modular conjugation of biomolecules such as antibodies, antibody fragments, peptides, affibodies, and protein scaffolds by providing a defined tetrazine reactive group for subsequent click attachment of dyes, affinity tags, or reporter groups. In chemical biology and biomaterials research, this reagent is used to create well-characterized conjugates for studying binding, trafficking, and interaction dynamics in complex assay environments. Its tetrazine chemistry is particularly useful when a two-step labeling strategy is preferred to manage reagent compatibility, timing, or multiplexing across multiple targets.
3. Diagnostic Reagent Labeling
Methyltetrazine-acid is used to prepare diagnostic reagent components, including enzyme or binding-assay readouts that rely on rapid assembly of labeled complexes from separately prepared parts. Many diagnostic development groups adopt tetrazine/strained-alkene click labeling to streamline workflows, improve batch-to-batch consistency of reagent construction, and enable flexible exchange of detection reporters without redesigning the entire assay reagent. The acid-associated functionality helps integrate the tetrazine handle into reagent formulations used for controlled conjugation to assay carriers and detection constructs.
4. Surface and Hydrogel Functionalization
Methyltetrazine-acid is applied in materials science to functionalize surfaces, nanoparticles, and hydrogels with tetrazine reactive sites that can later be decorated using complementary strained partners. This approach supports the creation of modular biomaterials where functional payloads such as fluorescent reporters, affinity ligands, or cell-interaction motifs are introduced at a chosen stage, improving control over material properties and reducing unwanted side reactions during material fabrication. Researchers also use Methyltetrazine-acid to build clickable material platforms for imaging-compatible constructs and for studying dynamic surface functionalization in engineered systems.
Computed Properties
| XLogP3 | 0.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 3 |
| Exact Mass | 230.08037557 g/mol |
| Monoisotopic Mass | 230.08037557 g/mol |
| Topological Polar Surface Area | 88.9Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 258 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-3919091-A1 | Bioink for reversibly forming a hydrogel by light | 2020-06-05 |
| JP-2021523896-A | Injectable composition for use as a filler or drug transmitter through a click chemistry reaction | 2019-02-27 |
| JP-7177323-B2 | Injectable compositions for use as fillers or drug delivery vehicles through click chemistry reactions | 2019-02-27 |
| US-2020001137-A1 | Golf ball | 2018-06-27 |
| US-10926139-B2 | Golf ball | 2018-06-27 |
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