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
Beilstein:
1491457
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Recommended Products
Assay
≥85%
storage temp.
−20°C
SMILES string
CC1(Br)C(Sc2ccccc2[N+]([O-])=O)=Nc3ccccc13
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
InChI key
BXTVQNYQYUTQAZ-UHFFFAOYSA-N
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Application
Peptide cleavage reagent specific for the carboxyl side of tryptophan residues.
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
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
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
N Swamy et al.
Archives of biochemistry and biophysics, 373(2), 471-478 (2000-01-06)
The multiple physiological properties of vitamin D-binding protein (DBP) include organ-specific transportation of vitamin D(3) and its metabolites, manifested by its ability to bind vitamin D sterols with high affinity. In the present investigation we probed the vitamin D sterol-binding
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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