Skip to Content
Merck
All Photos(1)

Key Documents

927821

Sigma-Aldrich

EBX2-alkyne

≥95%

Synonym(s):

5-Methyl-1-((trimethylsilyl)ethynyl)-1l3-benzo[d][1,2]iodaoxol-3(1H)-one

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C13H15IO2Si
CAS Number:
Molecular Weight:
358.25
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

Assay

≥95%

form

powder

storage temp.

−20°C

SMILES string

CC1=CC(C(OI2C#C[Si](C)(C)C)=O)=C2C=C1

Application

EBX2-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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Profiling the proteome-wide selectivity of diverse electrophiles.
Zanon P R A, 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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service