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927600

Sigma-Aldrich

BrBT-alkyne

≥95%

Sinonimo/i:

2-Bromo-N-(prop-2-yn-1-yl)benzo[d]thiazole-6-carboxamide

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About This Item

Formula empirica (notazione di Hill):
C11H7BrN2OS
Numero CAS:
2550395-96-3
Peso molecolare:
295.16
Numero MDL:
MFCD34622465
Codice UNSPSC:
12352101
NACRES:
NA.22

Livello qualitativo

100

Saggio

≥95%

Stato

powder

Temperatura di conservazione

−20°C

Stringa SMILE

BrC1=NC2=CC=C(C(NCC#C)=O)C=C2S1

InChI

1S/C11H7BrN2OS/c1-2-5-13-10(15)7-3-4-8-9(6-7)16-11(12)14-8/h1,3-4,6H,5H2,(H,13,15)
MRYSQSUDZPBHGP-UHFFFAOYSA-N

Applicazioni

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).

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°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)
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

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