929271
EBX1-alkyne
≥95.0%
Synonym(s):
1-[4-(2-Propyn-1-yloxy)-1-butyn-1-yl]-1,2-benziodoxol-3(1H)-one
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About This Item
Empirical Formula (Hill Notation):
C14H11IO3
CAS Number:
Molecular Weight:
354.14
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Quality Level
assay
≥95.0%
form
powder
storage temp.
−20°C
SMILES string
O=C(OI1C#CCCOCC#C)C2=C1C=CC=C2
InChI
1S/C14H11IO3/c1-2-10-17-11-6-5-9-15-13-8-4-3-7-12(13)14(16)18-15/h1,3-4,7-8H,6,10-11H2
InChI key
DFQJTGUQOZTEBB-UHFFFAOYSA-N
Application
EBX1-alkyne is a hypervalent iodine reagent used for labeling cysteines. 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
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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)
Profiling the proteome-wide selectivity of diverse electrophiles
Zanon, et al.
ChemRxiv : the preprint server for chemistry (2021)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 929271-50MG | 04065268445976 |