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Key Documents

927597

Sigma-Aldrich

ArVSA-alkyne

≥95%

Synonym(s):

N-(4-ethynylphenyl)ethenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2S
Molecular Weight:
207.25
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

Assay

≥95%

form

powder

storage temp.

−20°C

Application

ArVSA-alkyne is a Michael acceptor probe that can be used to label cysteines. A method was developed using cysteine-reactive compounds including this one to allow for unbiased analysis of proteomic data in quantitative applications . The method uses light or heavy labeling with the isotopically labelled desthiobiotin azide (isoDTB) tag for mass spectrometry analysis . Analysis then uses the isotopic tandem orthogonal proteolysis activity-based protein profiling (isoTOP-ABPP) workflow .

Pictograms

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Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Profiling the proteome-wide selectivity of diverse electrophiles
Zanon, et al
ChemRxiv : the preprint server for chemistry (2021)
Isotopically Labeled Desthiobiotin Azide (isoDTB) Tags Enable Global Profiling of the Bacterial Cysteinome
Zanon, et al
Angewandte Chemie (International Edition in English), 2829-2836 (2020)
Keriann M Backus et al.
Nature, 534(7608), 570-574 (2016-06-17)
Small molecules are powerful tools for investigating protein function and can serve as leads for new therapeutics. Most human proteins, however, lack small-molecule ligands, and entire protein classes are considered 'undruggable'. Fragment-based ligand discovery can identify small-molecule probes for proteins
Eranthie Weerapana et al.
Nature, 468(7325), 790-795 (2010-11-19)
Cysteine is the most intrinsically nucleophilic amino acid in proteins, where its reactivity is tuned to perform diverse biochemical functions. The absence of a consensus sequence that defines functional cysteines in proteins has hindered their discovery and characterization. Here we

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