927503
AlkVSA-alkyne
≥95%
Synonym(s):
N-(hex-5-yn-1-yl)ethenesulfonamide
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About This Item
Empirical Formula (Hill Notation):
C8H13NO2S
CAS Number:
Molecular Weight:
187.26
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.21
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Application
AlkVSA-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 (Zanon et al. 2021). The method uses light or heavy labeling with the isotopically labelled desthiobiotin azide (isoDTB) tag for mass spectrometry analysis (Zanon et al. 2020). Analysis then uses the isotopic tandem orthogonal proteolysis activity-based protein profiling (isoTOP-ABPP) workflow (Weerapana et al. 2010, Backus et al. 2016).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
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
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
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