927473
CA-alkyne
≥95%
Synonym(s):
2-Chloro-N-(hex-5-yn-1-yl)acetamide
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About This Item
Empirical Formula (Hill Notation):
C8H12ClNO
CAS Number:
Molecular Weight:
173.64
UNSPSC Code:
12352101
NACRES:
NA.21
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Application
CA-alkyne is a probe that can be used for labeling cysteines through alkylation. For the corresponding negative control, see CA-nitrile. 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.
Storage Class Code
10 - Combustible liquids
WGK
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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