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361.972 363.22900 A bromoindole that is 3H-indole in which the hydrogen at position 2 has been replaced by an (o-nitrophenyl)sulfanyl group and in which the hydrogens at position 3 have been replaced by a bromine and a methyl group.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