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B4651

Sigma-Aldrich

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:
27933-36-4
Molecular Weight:
363.23
Beilstein:
1491457
EC Number:
248-737-9
MDL number:
MFCD00037978
UNSPSC Code:
12352200
PubChem Substance ID:
24891797

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hee-Kyoung Lee et al.
Biochemical and biophysical research communications, 315(1), 1-9 (2004-03-12)
Squalene epoxidase (SE) catalyzes the conversion of squalene to (3S)-2,3-oxidosqualene. Photolabeling and site-directed mutagenesis were performed on recombinant rat SE (rrSE) in order to identify the location of the substrate-binding site and the roles of key residues in catalysis. Truncated
V Rahali et al.
Journal of protein chemistry, 18(1), 1-12 (1999-03-11)
A comparative study of various procedures for tryptophanyl peptide bond cleavage by BNPS-skatole [2-(2-nitrophenyl)-3-methyl-3-bromoindolenine] was carried out on native and on reduced and alkylated bovine beta-lactoglobulin (BLG). The reaction yield and the composition of the derived products were studied in
J E Moskaitis et al.
Neurochemical research, 11(2), 299-315 (1986-02-01)
The interactions of sodium dodecyl sulfate with a number of proteins were examined at a variety of pH values ranging from 4.8 to 11.6. The dodecyl sulfate-induced precipitation of some of these proteins was observed within a relatively limited range
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
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