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2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate

CAS 1244040-64-9C18H18N6O5Chemical Synthesis

Tech Serve Solutions presents 2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate (CAS: 1244040-64-9), a sophisticated succinimidyl ester functionalised tetrazine. With the molecular formula C18H18N6O5, this compound is engineered for precise chemical modifications. It is primarily utilised in bioorthogonal chemistry for its rapid and specific cycloaddition reactions with strained alkenes, enabling applications in bioconjugation and chemical biology.

IUPAC
5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid 2,5-dioxo-1-pyrrolidinyl ester,Benzylamino tetrazine N-hydroxysuccinimidyl ester,Benzylaminotetrazine-NHS,Bz-Tz-NHS
Synonyms
5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid 2,5-dioxo-1-pyrrolidinyl esterBenzylamino tetrazine N-hydroxysuccinimidyl esterBenzylaminotetrazine-NHSBz-Tz-NHS
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2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate (C18H18N6O5) — chemical structure, CAS 1244040-64-9; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksC13 to C20+Chemical BiologyChemical SynthesisAlkynes and Other ReagentsHeterocyclic Building BlocksPyrrolidines
01 /Applications

Bioconjugation Chemistry

This tetrazine derivative allows for efficient conjugation to biomolecules and surfaces via its succinimidyl ester group's reaction with primary amines. Its tetrazine moiety readily participates in click chemistry with strained alkenes.

Chemical Biology Research

The compound is valuable for creating labelled molecules in biological systems, facilitating imaging and tracking studies due to the bioorthogonal nature of tetrazine-alkene cycloadditions.

Organic Synthesis Building Block

As a heterocyclic building block, it offers a unique functional handle for complex molecule synthesis, particularly in creating novel chemical entities with tetrazine functionalities.

02 /Properties
Molecular weight398.37
Empirical formulaC18H18N6O5
Assay95%
Storage temperature−20°C
ApplicationSuccinimidyl ester functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. Succinimidyl ester will react with amines for small molecule, biomolecule or surface modification. Tetrazine will react with strained alkenes such as transcyclooctene, norbornene and cyclopropene to yield a stable covalent linkage. Tetrazines have proven useful in bioorthogonal reactions for many biological imaging and bioconjugation applications.
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H302Harmful if swallowed
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
1244040-64-9
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate used for?

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This compound is primarily used in bioconjugation and chemical biology for its ability to undergo rapid, bioorthogonal click chemistry reactions with strained alkenes (like trans-cyclooctene) via its tetrazine group, and it can be conjugated to amines through its succinimidyl ester functionality.

What are the CAS number and formula for this tetrazine derivative?

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The CAS number is 1244040-64-9, and the empirical formula is C18H18N6O5.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with a minimum assay of 95%. It is supplied as a research or technical grade chemical and is not represented as USP, BP, EP, or any other pharmacopoeial grade.

What are the safety and handling considerations for this product?

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This product carries a GHS07 symbol and a Warning signal word. It has the hazard statement H302 (Harmful if swallowed). Handle with appropriate personal protective equipment, avoiding ingestion, skin contact, and inhalation. Store at -20°C.

How is this chemical shipped or exported?

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Tech Serve Solutions, as a specialist global supplier and exporter, can arrange for the shipping and export of this chemical, adhering to all relevant regulations for hazardous materials.

How can I request a sample or quote?

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To request a sample or a quote for 2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate, please contact our sales team via the website or direct email.

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