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X-gal

X-gal structure

CAS No:
7240-90-6
Formula:
C14H15BrClNO6
Chemical Name:
X-gal
Synonyms:
β-D-Galactopyranoside,5-bromo-4-chloro-1H-indol-3-yl;Galactopyranoside,5-bromo-4-chloroindol-3-yl,β-D-;Indole,5-bromo-4-chloro-3-(β-D-galactopyranosyloxy)-;5-Bromo-4-chloro-1H-indol-3-yl β-D-galactopyranoside;5-Bromo-4-chloroindol-3-yl β-D-galactopyranoside;5-Bromo-4-chloroindol-3-yl β-D-galactoside;X-gal;5-Bromo-4-chloro-3-C-indolyl-β-D-galactopyranose;5-Bromo-4-chloro-3-indoyl-β-galactopyranoside;98048-68-1;30551-60-1;69106-99-6;69105-99-3
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.

X-gal Basic Attributes

Molecular Weight：

408.63

Exact Mass：

408.63

BRN：

1402009

EC Number：

230-640-8

UNII：

V595OG374W

HScode：

2934999090

Characteristics

PSA：

115

XLogP3：

0.62

Appearance：

White Powder

Density：

1.9±0.0 g/cm3

Melting Point：

230 °C

Boiling Point：

673.9±0.0 °C at 760 mmHg

Flash Point：

361.3±0.0 °C

Refractive Index：

1.731

Water Solubility：

soluble in 100 mM in DMSO.

Storage Conditions：

2-8°C

Specific rotation：

-64 º (C=1, H2O/DMF (1/1))

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

24/25-37/39-26

Marks：

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

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

Hazard Statements：

H302

GHS Classification：

|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

MeSH：

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.)

MeSH Entry Terms：

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

X-gal Use and Manufacturing

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

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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Guide of X-gal

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
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