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927821

Sigma-Aldrich

EBX2-alkyne

≥95%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C13H15IO2Si
Número de CAS:
2485736-35-2
Peso molecular:
358.25
MDL number:
MFCD34622470
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

powder

storage temp.

−20°C

SMILES string

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

InChI

1S/C13H15IO2Si/c1-10-5-6-12-11(9-10)13(15)16-14(12)7-8-17(2,3)4/h5-6,9H,1-4H3

InChI key

MJEDSBVZRIKHTM-UHFFFAOYSA-N

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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

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