108789-36-2

Basic information

• Product Name: 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE
• Synonyms: (2R,3R,4S,5S,6R)-2-[(5-Bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol;5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE;5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOSIDE;5-BROMO-4-CHLORO-3-INDOXYL-ALPHA-D-GLUCOPYRANOSIDE;X-ALPHA-D-GLC;X-ALPHA-D-GLUCOSIDE;X-ALPHA-GLU;X-ALPHA-GLUCOSIDE
• CAS NO: 108789-36-2
• Molecular Formula: C₁₄H₁₅BrClNO₆
• Molecular Weight: 408.63
• EINECS: 1533716-785-6
• Product Categories: substrate
• Mol File: 108789-36-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 674℃
• Flash Point: 361℃
• Appearance: off-white crystalline powder.
• Density: 1.882
• Vapor Pressure: 4.44E-19mmHg at 25°C
• Refractive Index: 1.6110 (estimate)
• Storage Temp.: Store at 4 or below
• PKA: 12.74±0.70(Predicted)
• CAS DataBase Reference: 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE(108789-36-2)
• EPA Substance Registry System: 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE(108789-36-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 108789-36-2(Hazardous Substances Data)

Usage

Description

5-Bromo-4-chloro-3-indolyl α-D-glucopyranoside, also known as X-Gluc, is an indigogenic substrate for the β-glucuronidase enzyme (GUS). It is a white to off-white fine crystalline powder that aids in the screening of transgenic plants based on GUS activity. GUS deesterifies X-Gluc into an indoxyl derivative, which upon oxidative polymerization results in the generation of a blue indigotin dye.

Uses

Used in Molecular Biology and Biotechnology:
5-Bromo-4-chloro-3-indolyl α-D-glucopyranoside is used as a substrate for β-glucuronidase enzyme (GUS) in molecular biology and biotechnology applications. It serves as a tool for the detection and analysis of GUS activity, which is commonly used as a reporter gene in genetic engineering and transgenic plant research.
Used in Food Safety and Quality Control:
5-Bromo-4-chloro-3-indolyl α-D-glucopyranoside is used as a substrate in the Druggan-Forsythe-Iversen (DFI) agar medium for the selective detection of Enterobacter sakazakii in infant milk. This application helps ensure food safety and quality control by identifying potential contamination in infant milk products.
Used in Enzyme Assays:
5-Bromo-4-chloro-3-indolyl α-D-glucopyranoside is used as a substrate in enzyme assays to measure α-glucosidase activity. This application is important for studying enzyme kinetics, understanding enzyme function, and developing new therapeutic agents targeting specific enzymes.

InChI:InChI=1/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13-,14+/m1/s1