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Home > Encyclopedia > 5-Bromo-4-chloro-3-indolyl-beta-D-galactoside

5-Bromo-4-chloro-3-indolyl-beta-D-galactoside

5-Bromo-4-chloro-3-indolyl-beta-D-galactoside structure

5-Bromo-4-chloro-3-indolyl-beta-D-galactoside 

structure
  • CAS No:

    7240-90-6

  • Formula:

    C14H15BrClNO6

  • Chemical Name:

    5-Bromo-4-chloro-3-indolyl-beta-D-galactoside

  • Synonyms:

    X-BETA-D-GAL;X-BETA-D-GALACTOSIDE;X-BETA-GAL;X-GAL READY TO USE;X-GAL;5-BROMO-4-CHLORO-1H-INDOL-3-YL BETA-D-GALACTOPYRANOSIDE;5-BROMO-4-CHLORO-1H-INDOL-3-YL BETA-D-GALACTOSIDE-(1,5);5-BROMO-4-CHLORO-3-INDOLYL-B B-D-GALACTOPYRANOSIDE

  • Categories:

    Biochemical Engineering  >  Saccharides

Description

X-GAL(BCIG) is an organic compound consisting of galactose linked to a substituted indole; X-gal is much used in molecular biology to test for the presence of an enzyme, β-galactosidase.


5-bromo-4-chloro-3-indolyl beta-D-galactoside is an indolyl carbohydrate that is the beta-D-galactoside of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, beta-galactosidase, which cleaved the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. It has a role as a chromogenic compound. It is an indolyl carbohydrate, a beta-D-galactoside, an organochlorine compound, an organobromine compound and a D-aldohexose derivative.


White Powder

5-Bromo-4-chloro-3-indolyl-beta-D-galactoside Basic Attributes

408.63

408.63

1402009

230-640-8

V595OG374W

White

29389090

Characteristics

115

0.62

White Powder

1.5563 (rough estimate)

230 °C

673.9±55.0 °C(Predicted)

361.3±0.0 °C

1.6110 (estimate)

soluble in 100 mM in DMSO.

2-8°C

-64 º (C=1, H2O/DMF (1/1))

Odorless

12.74±0.70(Predicted)

-20°C

Safety Information

IRRITANT

NONH for all modes of transport

3

Xi

24/25-37/39-26

Xi

+4°C

Stable. Incompatible with strong oxidizing agents.

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501

36/37/38

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|Aggregated GHS information provided by 10 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Colorless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into colored compounds; used in biochemical assays and in diagnosis as indicators, especially in the form of enzyme substrates. Synonym: chromogens (not to be confused with pigment-synthesizing bacteria also called chromogens). (See all compounds classified as Chromogenic Compounds.)

5-bromo-4-chloro-3-indolyl beta-galactoside

5-Bromo-4-chloro-3-indolyl-beta-D-galactoside Use and Manufacturing

In histochemical staining, in blue-white selection of bacterial colonies with lacZ gene activity during cloning experiments.


A substrate for β-Galactosidase that is converted by the enzyme into an intense indigo-blue chromophore (615 nm).


magenta b-galactosidase substrate

Computed Properties

Molecular Weight:408.63
XLogP3:1.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:406.97713
Monoisotopic Mass:406.97713
Topological Polar Surface Area:115
Heavy Atom Count:23
Complexity:421
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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