927600
BrBT-alkyne
≥95%
Synonyme(s) :
2-Bromo-N-(prop-2-yn-1-yl)benzo[d]thiazole-6-carboxamide
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About This Item
Formule empirique (notation de Hill):
C11H7BrN2OS
Numéro CAS:
Poids moléculaire :
295.16
Code UNSPSC :
12352101
Nomenclature NACRES :
NA.22
Produits recommandés
Niveau de qualité
Pureté
≥95%
Forme
powder
Température de stockage
−20°C
Chaîne SMILES
BrC1=NC2=CC=C(C(NCC#C)=O)C=C2S1
Application
BrBT-alkyne is a probe that can be used to lable cysteines through nucleophilic aromatic substitution. A method was developed using cysteine-reactive compounds including this one to allow for unbiased analysis of proteomic data in quantitave 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).
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
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Isotopically Labeled Desthiobiotin Azide (isoDTB) Tags Enable Global Profiling of the Bacterial Cysteinome.
Zanon P R A, et al.
Angewandte Chemie (International Edition in English), 2829-2836 (2020)
Profiling the proteome-wide selectivity of diverse electrophiles.
Zanon P RA, et al
ChemRxiv : the preprint server for chemistry (2021)
Patrick R A Zanon et al.
Angewandte Chemie (International ed. in English), 59(7), 2829-2836 (2019-11-30)
Rapid development of bacterial resistance has led to an urgent need to find new druggable targets for antibiotics. In this context, residue-specific chemoproteomic approaches enable proteome-wide identification of binding sites for covalent inhibitors. Described here are easily synthesized isotopically labeled
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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