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Merck

930431

Sigma-Aldrich

SuTEx1-alkyne

≥95%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C12H10N4O3S
CAS-Nummer:
Molekulargewicht:
290.30
UNSPSC-Code:
12352101
NACRES:
NA.21

Beschreibung

Application: Chemoproteomics

Qualitätsniveau

Assay

≥95%

Form

powder

mp (Schmelzpunkt)

155 °C

Lagertemp.

−20°C

SMILES String

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

Anwendung

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)

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Preisangaben

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Profiling the proteome-wide selectivity of diverse electrophiles
Patrick R. A. Zanon ,Fengchao Yu, et al
ChemRxiv : the preprint server for chemistry (2021)
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
De Lin et al.
Chemical research in toxicology, 21(12), 2361-2369 (2009-06-24)
The biotin-tagged electrophiles 1-biotinamido-4-(4'-[maleimidoethylcyclohexane]-carboxamido)butane (BMCC) and N-iodoacetyl-N-biotinylhexylenediamine (IAB) have been used as model electrophile probes in complex proteomes to identify protein targets associated with chemical toxicity. Whereas IAB activates stress signaling and apoptosis in HEK293 cells, BMCC does not. Cysteine
A H El-Khatib et al.
Journal of mass spectrometry : JMS, 52(8), 543-549 (2017-06-04)
1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) derivatives are applied in quantitative proteomics owing to their ability to react with different functional groups, to harbor lanthanoides and hence their compatibility with molecular and elemental mass spectrometry. The new DOTA derivatives, namely Ln-MeCAT-Click and Ln-DOTA-Dimedone
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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