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911798

Sigma-Aldrich

N-(4-Bromophenyl)-N-phenylacrylamide

≥95%

Synonyme(s) :

Electrophilic scout fragment, KB05, Scout fragment for targetable cysteine

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About This Item

Formule empirique (notation de Hill):
C15H12BrNO
Numéro CAS:
1956368-15-2
Poids moléculaire :
302.17
Numéro MDL:
MFCD32695613
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Essai

≥95%

Forme

(Powder or crystals or solid or chunks)

Température de stockage

2-8°C

Chaîne SMILES 

Brc1ccc(cc1)N(c2ccccc2)C(=O)C=C

InChI

1S/C15H12BrNO/c1-2-15(18)17(13-6-4-3-5-7-13)14-10-8-12(16)9-11-14/h2-11H,1H2

Clé InChI

WFQQVUPOAKOTGT-UHFFFAOYSA-N

Application

N-(4-Bromophenyl)-N-phenylacrylamide is a cysteine-reactive small-molecule fragment for chemoproteomic and ligandability studies for both traditionally druggable proteins as well as ″undruggable,″ or difficult-to-target, proteins. This fragment electrophile, or ″scout″ fragment, can be used alone in fragment-based covalent ligand discovery or incorporated into bifunctional tools such as electrophilic PROTAC® molecules for targeted protein degradation as demonstrated by the Cravatt Lab for E3 ligase discovery.

Autres remarques

Technology Spotlight: Proteomic Ligandability Assessment

Proteome-wide covalent ligand discovery in native biological systems

Electrophilic PROTACs that degrade nuclear proteins by engaging DCAF16

Informations légales

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

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Description
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923818

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KB02-COOH

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KB02yne

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Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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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
Xiaoyu Zhang et al.
Nature chemical biology, 15(7), 737-746 (2019-06-19)
Ligand-dependent protein degradation has emerged as a compelling strategy to pharmacologically control the protein content of cells. So far, however, only a limited number of E3 ligases have been found to support this process. Here, we use a chemical proteomic

Articles

Proteomic Ligandability Assessment

Ligandability describes the propensity of a protein target to bind a small molecule with high affinity. It is a precursor to evaluating druggability, which requires more advanced translational pharmacological effects and drug-like properties in vivo.

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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