114162-64-0

Basic information

• Product Name: 5-BROMO-4-CHLORO-3-INDOLYL B-D-
• Synonyms: 5-BroMo-4-chloro-1H-indol-3-yl β-D-Glucopyranosiduronic Acid MonosodiuM Salt;5-Bromo-4-chloro-3-indolyl beta-D-Glucopyranosiduronic Acid Cyclohexylammonium Salt X-Gluc CHA Salt X-GlcA CHA Salt;X-gluc/X-GlcA;5-BroMo-4-chloro-3-indolyl β-D-Glucuronide CyclohexylaMMoniuM Salt [for BiocheMical Research];5-BroMo-4-chloro-3-indolyl-beta-D-glucuronide cyclohexylaMMoniuM salt hydrate (X-GLUC);5-broMo-4-chloro-1H-indol-3-yl, coMpd. with cyclohexanaMine (1:1);5-BroMo-4-chloro-3-indoxyl-beta-D-glucuronic acid, cyclohexylaMMoniuM salt Monohydrate;CyclohexanaMine (2S,3S,4S,5R,6S)-6-((5-broMo-4-chloro-1H-indol-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate
• CAS NO: 114162-64-0
• Molecular Formula: C14H13BrClNO7.C6H13N
• Molecular Weight: 521.789
• EINECS: 1533716-785-6
• Product Categories: Carbohydrates & Derivatives;Fluorescent Labels & Indicators;Glucuronides;Labeling and Diagnostics Reagents;substrate
• Mol File: 114162-64-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 228-230°C
• Boiling Point: 732.2 °C at 760 mmHg
• Flash Point: 396.6 °C
• Appearance: White to off-white or colorless/tablet
• Density: 1.4241 (rough estimate)
• Vapor Pressure: 8.69E-23mmHg at 25°C
• Refractive Index: 1.6110 (estimate)
• Storage Temp.: 2-8°C
• Solubility: DMF: soluble
• Stability: Hygroscopic
• CAS DataBase Reference: 5-BROMO-4-CHLORO-3-INDOLYL B-D-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-4-CHLORO-3-INDOLYL B-D-(114162-64-0)
• EPA Substance Registry System: 5-BROMO-4-CHLORO-3-INDOLYL B-D-(114162-64-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 114162-64-0(Hazardous Substances Data)

Usage

Description

5-BROMO-4-CHLORO-3-INDOLYL B-D-, also known as X-GlcA, is a chromogenic substrate for β-galactosidase. It is a white solid that is used to determine the presence or absence of a cloned DNA insert in bacteria growing on agar plates. X-GlcA is designed to replace X-Gal in blue-white selection of recombinant bacterial colonies with the lac+ phenotype.

Uses

Used in Histochemical Applications:
5-BROMO-4-CHLORO-3-INDOLYL B-Dis used as a histochemical reagent for X-GLUC staining. It is particularly suitable for use in the selection of recombinant bacterial colonies with the lac+ phenotype and for histochemical staining of root sections for light microscopic observation.
Used in Molecular Biology:
In Molecular Biology, 5-BROMO-4-CHLORO-3-INDOLYL B-Dis used as a detection tool for β-galactosidase activity. This application is crucial for identifying bacteria that contain a specific DNA insert, which is essential in various genetic engineering and cloning processes.
Used in Research and Development:
5-BROMO-4-CHLORO-3-INDOLYL B-Dis also used in research and development for the study of β-galactosidase enzyme activity and its role in various biological processes. This helps scientists understand the enzyme's function and its potential applications in biotechnology and pharmaceuticals.
Used in Diagnostics:
In the Diagnostics industry, 5-BROMO-4-CHLORO-3-INDOLYL B-Dis used as a component in assays and tests that detect the presence of specific bacterial strains or genetic markers. This aids in the identification and diagnosis of various bacterial infections and genetic disorders.
Used in Pharmaceutical Development:
5-BROMO-4-CHLORO-3-INDOLYL B-Dis used in the pharmaceutical industry for the development of new drugs and therapies targeting β-galactosidase enzyme activity. This can lead to the creation of novel treatments for various diseases and conditions related to the enzyme's function.

Biochem/physiol Actions

5-bromo-4-chloro-3-indolyl-β-D-glucuronide sodium salt (X-GlcA) is a colorless substrate. The pre-immobilized X-GlcA can be converted by β-glucuronidase enzyme, synthesised by?Escherichia coli.

InChI:InChI=1/C18H21BrClNO7.C6H13N/c1-15(24)13(14(22)23)28-18(4,17(3,26)16(15,2)25)27-10-7-21-9-6-5-8(19)12(20)11(9)10;7-6-4-2-1-3-5-6/h5-7,13,21,24-26H,1-4H3,(H,22,23);6H,1-5,7H2/t13?,15-,16u,17u,18-;/m1./s1