aryl sulfide
C-nitro compound
bromoindole
BNPS-skatole
2-(2-nitrophenyl)-3-methyl-3-bromoindolenine
3-bromo-3-methyl-2-(2-nitrophenyl)sulfanylindole
3-bromo-3-methyl-2-(2-nitrophenylthio)-3H-indole
3-bromo-3-methyl-2-[(2-nitrophenyl)sulfanyl]-3H-indole
361.972
363.22900
A bromoindole that is 3H-indole in which the hydrogen at position 2 has been replaced by an (o-nitrophenyl)sulfanyl group and in which the hydrogens at position 3 have been replaced by a bromine and a methyl group. It is used particularly for the selective cleavage of tryptophanyl peptide bonds (cleavage occurs at peptide bonds after amino acids with available C(gamma)=C(delta) double bonds such as tryptophan, tyrosine, and histidine).
BXTVQNYQYUTQAZ-UHFFFAOYSA-N
Bnps-skatole
C15H11BrN2O2S
CAS:27933-36-4
CC1(Br)C(Sc2ccccc2[N+]([O-])=O)=Nc2ccccc12
CHEBI:85968
InChI=1S/C15H11BrN2O2S/c1-15(16)10-6-2-3-7-11(10)17-14(15)21-13-9-5-4-8-12(13)18(19)20/h2-9H,1H3
PMID:10071923
PMID:105078
PMID:16306230
PMID:23014422
PMID:25759021
PMID:6767558
PMID:7115782
PMID:7396860
Reaxys:1491457
chebi_ontology