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930431

Sigma-Aldrich

SuTEx1-alkyne

≥95%

Synonym(s):

N-2-propyn-1-yl-4-(1H-1,2,4-triazol-1-ylsulfonyl)-benzamide

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About This Item

Empirical Formula (Hill Notation):
C12H10N4O3S
CAS Number:
2509567-79-5
Molecular Weight:
290.30
UNSPSC Code:
12352101
NACRES:
NA.21

description

Application: Chemoproteomics

Quality Level

100

assay

≥95%

form

powder

mp

155 °C

storage temp.

−20°C

SMILES string

O=C(C1=CC=C(S(N2N=C([H])N=C2)(=O)=O)C=C1)NCC#C

Application

SuTEx1-alkyne is a probe that uses sulfur-triazole exchange chemistry to label tyrosines. 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 labelling 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)

Other Notes

Profiling the proteome-wide selectivity of diverse electrophiles

A quantitative thiol reactivity profiling platform to analyze redox and electrophile reactive cysteine proteomes

Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells

A Chemoproteomic Platform To Assess Bioactivation Potential of Drugs

Inhibition of Zinc-Dependent Histone Deacetylases with a Chemically Triggered Electrophile

Reversibility of Covalent Electrophile-Protein Adducts and Chemical Toxicity

Related product

Product No.
Description
Pricing

930423

CP-alkyne, ≥95%

930466

HMP-alkyne, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Ping Yu et al.
Nucleosides, nucleotides & nucleic acids, 40(7), 754-766 (2021-06-29)
We report herein comprehensive investigations of alkylation/sulfur exchange reactions of sulfur-containing substrates including nucleosides such as s2U, m5s2U, s4U, s2A and s2T-incorporated DNA enable by comprehensive screenings of the reagents (2a-2h). It has been proven that iodoacetamide (2a) displays the
Rui Sun et al.
Chemical research in toxicology, 30(10), 1797-1803 (2017-09-30)
Reactive metabolites (RM) formed from bioactivation of drugs can covalently modify liver proteins and cause mechanism-based inactivation of major cytochrome P450 (CYP450) enzymes. Risk of bioactivation of a test compound is routinely examined as part of lead optimization efforts in
Yide He et al.
Talanta, 134, 468-475 (2015-01-27)
In this work, we present a two-step labeling approach for the efficient tagging with lanthanide-containing complexes. For this purpose, derivatization of the cysteine residues with an alkyne group acting as linker was done before the DOTA complex was introduced using
Zarko V Boskovic et al.
ACS chemical biology, 11(7), 1844-1851 (2016-04-12)
Unbiased binding assays involving small-molecule microarrays were used to identify compounds that display unique patterns of selectivity among members of the zinc-dependent histone deacetylase family of enzymes. A novel, hydroxyquinoline-containing compound, BRD4354, was shown to preferentially inhibit activity of HDAC5
Yide He et al.
Journal of proteomics, 136, 68-76 (2015-12-30)
In a proof of concept study, metal-coded affinity tags based on click chemistry (MeCAT-Click) were used to analyze the proteome of Escherichia coli (E. coli) in response to heat stress. This allows high labeling efficiency, high detection sensitivity, and multiplex
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