Methyltetrazine-Ph-NHS ester
CAS No.: 1644644-96-1
Cat No.: BP-501270
Purity: 95%
4.5 
Methyltetrazine-Ph-NHS ester is an NHS-activated ester of a methyltetrazine–phenyl conjugate, designed to enable efficient covalent attachment to primary amines on proteins, linkers, or other PROTAC-relevant components. Structurally, it contains a tetrazine moiety that serves as a bioorthogonal handle and a phenyl spacer that helps tune distance and presentation, while the activated NHS ester provides an amine-reactive electrophile for stable amide bond formation under standard aqueous coupling conditions. In PROTAC and targeted protein degradation workflows, this reagent is valuable for assembling multi-component degraders by first installing the tetrazine onto one ligand or scaffold, then enabling rapid, selective ligation to a complementary trans-cyclooctene (or related) partner via tetrazine–TCO chemistry. This approach supports modular synthesis, improved control over conjugation stoichiometry, and reproducible linker geometry, facilitating systematic structure–activity studies and optimization of ternary complex formation.
Structure of 1644644-96-1
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Methyltetrazine-Ph-NHS ester is a reactive PROTAC linker building block designed to enable efficient conjugation of ligands through NHS-ester chemistry, supporting the modular assembly of targeted protein degraders. Its tetrazine-containing motif provides a versatile platform for bioorthogonal conjugation strategies, while the activated ester facilitates rapid coupling to amine-bearing partners. The resulting constructs are well suited for researchers optimizing linker geometry and conjugation efficiency in PROTAC workflows; detailed structural and reactivity guidance follows below.
Structure: The molecule contains an activated N-hydroxysuccinimide ester attached to a phenyl linker segment, combined with a methyltetrazine functional group. It features an ester linkage susceptible to nucleophilic substitution and aromatic rings that contribute to rigidity and defined spacing. Overall, it behaves as a electrophilic acylating agent under mild aqueous-compatible conditions.
Reactivity: As an NHS ester, it undergoes nucleophilic acyl substitution with primary amines to form stable amide bonds, typically using buffered aqueous or mixed organic conditions to maintain amine nucleophilicity while limiting hydrolysis. For PROTAC assembly, the tetrazine motif can be leveraged in bioorthogonal conjugation schemes that proceed via strain-promoted tetrazine reactivity with appropriate partners. Commonly, mild base and compatible solvents are selected to balance coupling efficiency and linker stability.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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