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927538

Sigma-Aldrich

AlkFAA-alkyne

≥95%

Sinónimos:

2-Fluoro-N-(hex-5-yn-1-yl)acrylamide

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About This Item

Fórmula empírica (notación de Hill):
C9H12FNO
Peso molecular:
169.20
Número MDL:
MFCD34622459
Código UNSPSC:
12352101
NACRES:
NA.21

Nivel de calidad

100

Ensayo

≥95%

Formulario

semisolid

temp. de almacenamiento

−20°C

cadena SMILES

O=C(NCCCCC#C)C(F)=C

InChI

1S/C9H12FNO/c1-3-4-5-6-7-11-9(12)8(2)10/h1H,2,4-7H2,(H,11,12)

Clave InChI

OYWMWMCPHAXPHY-UHFFFAOYSA-N

Aplicación

AlkFAA-alkyne is a Michael acceptor probe that was designed to label cysteines, but is not very effective. The compound can be used as a negative control when run with other cysteine-reactive probes. A method was developed using cysteine-reactive compounds 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

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Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Profiling the proteome-wide selectivity of diverse electrophiles.
Zanon P RA, et al.
ChemRxiv : the preprint server for chemistry (2021)
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
Keriann M Backus et al.
Nature, 534(7608), 570-574 (2016-06-17)
Small molecules are powerful tools for investigating protein function and can serve as leads for new therapeutics. Most human proteins, however, lack small-molecule ligands, and entire protein classes are considered 'undruggable'. Fragment-based ligand discovery can identify small-molecule probes for proteins

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