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5-Bromo-4-chloro-3-indolyl-beta-D-galactopyranoside, 98+%, Thermo Scientific Chemicals

$123.68 - $398.93

Chemical Identifiers

CAS 7240-90-6
Molecular Formula C14H15BrClNO6
Molecular Weight (g/mol) 408.629
MDL Number MFCD00005666
InChI Key OPIFSICVWOWJMJ-AEOCFKNESA-N
Synonym x-gal, 5-bromo-4-chloro-3-beta-d-galactopyranosyloxy indole, 5-bromo-4-chloro-3-indolyl-beta-d-galactoside, unii-v595og374w, 5-bromo-4-chloro-3-indolyl beta-galactoside, 5-bromo-4-chloroindol-3-yl-beta-d-galactopyranoside, 5-bromo-4-chloro-3-indolyl beta-d-galactoside, 5-bromo-4-chloro-3-indolyl-beta-d-galactopyranoside, 5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, indoxyl-gal
PubChem CID 65181
ChEBI CHEBI:75055
IUPAC Name (2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
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Products 2
Catalog Number Mfr. No. Quantity Price Quantity  
Catalog Number Mfr. No. Quantity Price Quantity  
AAB21034MF
View Documents Promotion Details
Thermo Scientific Chemicals
B21034MF
50 mg
Each for $123.68
 
AAB21034MD
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Thermo Scientific Chemicals
B21034MD
250 mg
Each for $398.93
 
Description

Description

It is a substrate for beta-galactosidase, which cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. It is also used to detect activity of this enzyme in histochemistry and bacteriology. It is employed as a colorless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into colored compounds. They are used in biochemical assays and in diagnosis as indicators, particularly in the form of enzyme substrates. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It is a substrate for beta-galactosidase, which cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. It is also used to detect activity of this enzyme in histochemistry and bacteriology. It is employed as a colorless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into colored compounds. They are used in biochemical assays and in diagnosis as indicators, particularly in the form of enzyme substrates. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.

Solubility
Soluble in 100 mM in DMSO.

Notes
Moisture & Light sensitive. Store away from oxidizing agents, heat, water/moisture and light. Store under inert gas. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
Specifications

Chemical Identifiers

7240-90-6
408.629
OPIFSICVWOWJMJ-AEOCFKNESA-N
65181
(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
C14H15BrClNO6
MFCD00005666
x-gal, 5-bromo-4-chloro-3-beta-d-galactopyranosyloxy indole, 5-bromo-4-chloro-3-indolyl-beta-d-galactoside, unii-v595og374w, 5-bromo-4-chloro-3-indolyl beta-galactoside, 5-bromo-4-chloroindol-3-yl-beta-d-galactopyranoside, 5-bromo-4-chloro-3-indolyl beta-d-galactoside, 5-bromo-4-chloro-3-indolyl-beta-d-galactopyranoside, 5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, indoxyl-gal
CHEBI:75055
C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br

Specifications

7240-90-6
C14H15BrClNO6
50 mg
Light and moisture sensitive
Soluble in 100 mM in DMSO.
−62° (c=1 in 50% DMF)
(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
65181
408.64
5-Bromo-4-chloro-3-indolyl-beta-D-galactopyranoside
∼236°C (decomposition)
MFCD00005666
1402009
x-gal, 5-bromo-4-chloro-3-beta-d-galactopyranosyloxy indole, 5-bromo-4-chloro-3-indolyl-beta-d-galactoside, unii-v595og374w, 5-bromo-4-chloro-3-indolyl beta-galactoside, 5-bromo-4-chloroindol-3-yl-beta-d-galactopyranoside, 5-bromo-4-chloro-3-indolyl beta-d-galactoside, 5-bromo-4-chloro-3-indolyl-beta-d-galactopyranoside, 5-bromo-4-chloro-3-indolyl beta-d-galactopyranoside, indoxyl-gal
OPIFSICVWOWJMJ-AEOCFKNESA-N
C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
408.629
CHEBI:75055
≥98%
Safety and Handling

Safety and Handling

P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P312-P330-P363-P501c

H302+H312+H332

EINECSNumber : 230-640-8

TSCA : No

Recommended Storage : Keep cold; Store under Nitrogen

SDS
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RUO – Research Use Only