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900914

Sigma-Aldrich

Methyltetrazine-NHS ester

≥95%

Synonym(s):

2,5-Dioxo-1-pyrrolidinyl 4-(6-methyl-1,2,4,5-tetrazin-3-yl)benzeneacetate

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About This Item

Empirical Formula (Hill Notation):
C15H13N5O4
CAS Number:
Molecular Weight:
327.29
MDL number:
UNSPSC Code:
12352108
NACRES:
NA.22

Quality Level

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

functional group

NHS ester

storage temp.

−20°C

SMILES string

O=C(ON1C(CCC1=O)=O)CC(C=C2)=CC=C2C3=NN=C(C)N=N3

Application

Methyltetrazine-NHS ester has an N-hydroxysuccinimide (NHS) ester that can be reacted with primary amines and a methyltetrazine, which is reactive to trans-cyclooctenes. The NHS ester reacts with primary amines (e.g. side chain of lysine residues or aminosilane-coated surfaces) at neutral or slightly basic pH to form covalent bonds. The short spacer arm adds minimal mass to modified molecules (230.2 daltons). It is generally used in click chemistry applications in bioconjugate chemistry.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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High-Throughput Chemical Probing of Full-Length Protein?Protein Interactions.
Song J M, et al.
ACS Combinatorial Science, 19(12), 763-769 (2017)
A click chemistry-based microRNA maturation assay optimized for high-throughput screening.
Lorenz D A and Garner A L
Chemical Communications (Cambridge, England), 52(53), 8267-8270 (2016)
An anti-B cell maturation antigen bispecific antibody for multiple myeloma.
Ramadoss N S, et al.
Journal of the American Chemical Society, 137(16), 5288-5291 (2015)
Biodegradable tetra-PEG hydrogels as carriers for a releasable drug delivery system.
Henise J, et al.
Bioconjugate Chemistry, 26(2), 270-278 (2015)

Articles

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

Choosing the right crosslinker for your biochemical or bioconjugation research can be challenging. Our selection guide can help you find the perfect match for your applications.

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