B4651
3-Bromo-3-methyl-2-(2-nitrophenylthio)-3H-indole
≥85%
Synonym(s):
2-(2-Nitrophenylsulfenyl)-3-methyl-3-bromoindolenine, 3-Bromo-3-methyl-2-(2-nitrophenylmercapto)-3H-indole, BNPS-skatol
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About This Item
Empirical Formula (Hill Notation):
C15H11BrN2O2S
CAS Number:
Molecular Weight:
363.23
EC Number:
248-737-9
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1491457
MDL number:
InChI key
BXTVQNYQYUTQAZ-UHFFFAOYSA-N
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
SMILES string
CC1(Br)C(Sc2ccccc2[N+]([O-])=O)=Nc3ccccc13
assay
≥85%
storage temp.
−20°C
Application
Peptide cleavage reagent specific for the carboxyl side of tryptophan residues.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M M Vestling et al.
Rapid communications in mass spectrometry : RCM, 8(9), 786-790 (1994-09-01)
Mass spectrometry has been used to define the reaction of BNPS-skatole (3-bromo-3-methyl-2-(o-nitrophenylsulfenyl)indolenine) with selected proteins and peptides, confirming the cleavage of the protein chain at tryptophan residues, characterizing the products, and identifying the side reactions. A short procedure for carrying
J Schaller et al.
Protein sequences & data analysis, 4(2), 69-74 (1991-08-01)
The complete amino acid sequence of equine miniplasminogen (Mr 37,132, 338 residues) was determined with the aid of fragments obtained by cleavage with 2-(2-nitrophenylsulfenyl)-3-methyl-3'-bromoindolenine, cyanogen bromide or clostripain. The fragments were aligned with overlapping sequences. Sequence comparison with other species
The core domain of hirudin from the leech Hirudinaria manillensis. Chemical modification of a tryptophan-containing synthetic peptide analog.
F De Antoni et al.
Advances in experimental medicine and biology, 398, 627-633 (1996-01-01)
H Xue et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 75(6), 709-715 (1997-01-01)
A concerted conformational change in Bacillus subtilis tryptophanyl-tRNA synthetase (TrpRS) was evident from previous fluorescence on the quenching of the single Trp residue Trp-92 in the 4FTrp-AMP complexed enzyme. In this study, chemical modifications of the B. subtilis TrpRS were
V Rahali et al.
Die Nahrung, 44(2), 89-95 (2000-05-05)
Bovine beta-Lactoglobulin (BLG) was cleaved by BNPS-skatole (2-(2'-nitrophenylsulfenyl)-3-methyl-3'-bromoindolenine), trypsin, or pepsin in 40% ethanol before emulsification with hexadecane in order to characterize the peptides active at the interfaces. The total digests and the different phases obtained after emulsification were analyzed
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