27933-36-4

Basic information

• Product Name: BNPS-SKATOLE
• Synonyms: 2-(2-Nitrophenylsulfenyl)-3-methyl-3-bromoindolenine, 3-Bromo-3-methyl-2-(2-nitrophenylmercapto)-3H-indole, BNPS-skatol;2-(2-Nitrophenylsulfenyl)-3-methyl-3-bromo-3H-indole;3H-Indole, 3-bromo-3-methyl-2-((2-nitrophenyl)thio)-;Einecs 248-737-9;Nsc 240875;3-bromo-3-methyl-2-(2-nitrophenyl)sulfanylindole;BROMO-3-METHYL-2-(2-NITROPHENYLMERCAPTO)-3H-INDOLE;BNPS-SKATOL
• CAS NO: 27933-36-4
• Molecular Formula: C₁₅H₁₁BrN₂O₂S
• Molecular Weight: 363.23
• EINECS: 248-737-9
• Product Categories: proteinmod
• Mol File: 27933-36-4.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 448.8 °C at 760 mmHg
• Flash Point: 225.2 °C
• Appearance: Yellow powder
• Density: 1.57 g/cm³
• Vapor Pressure: 7.97E-08mmHg at 25°C
• Refractive Index: 1.694
• Storage Temp.: −20°C
• PKA: 2.45±0.40(Predicted)
• CAS DataBase Reference: BNPS-SKATOLE(CAS DataBase Reference)
• NIST Chemistry Reference: BNPS-SKATOLE(27933-36-4)
• EPA Substance Registry System: BNPS-SKATOLE(27933-36-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 27933-36-4(Hazardous Substances Data)

Usage

Description

BNPS-SKATOLE, also known as Bromoindole, is a chemical compound derived from 3H-indole. It has a unique structure where the hydrogen at position 2 is replaced by an (o-nitrophenyl)sulfanyl group, and the hydrogens at position 3 are replaced by a bromine and a methyl group. BNPS-SKATOLE is particularly known for its selective cleavage of tryptophanyl peptide bonds, making it a valuable tool in various applications.

Uses

Used in Biochemistry and Molecular Biology:
BNPS-SKATOLE is used as a cleavage agent for the selective cleavage of tryptophanyl peptide bonds. This selective cleavage occurs at peptide bonds after amino acids with available Cgamma2Cdelta double bonds such as tryptophan, tyrosine, and histidine. This property makes BNPS-SKATOLE a valuable tool in the study of protein structure and function, as well as in the development of new drugs and therapies.
Used in Pharmaceutical Research:
In the pharmaceutical industry, BNPS-SKATOLE is used as a research tool for the development of new drugs and therapies. Its ability to selectively cleave tryptophanyl peptide bonds can help researchers understand the structure and function of proteins, which is crucial in the design of targeted drug molecules.
Used in Diagnostics:
BNPS-SKATOLE can also be used in the development of diagnostic tools and tests. Its selective cleavage of tryptophanyl peptide bonds can be utilized to identify specific proteins or protein modifications, which can be useful in the detection and diagnosis of various diseases and conditions.

InChI:InChI=1/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