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  6. 5-Bromo-4-chloro-3-indolyl-beta-D-galactopyranoside, 98+%, Thermo Scientific Chemicals

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

Product Code. 11440127
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Quantity:
10 mg
50 mg
250 mg
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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.
TRUSTED_SUSTAINABILITY

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

Specifications

Melting Point ∼236°C (decomposition)
Quantity 50 mg
Beilstein 1402009
Sensitivity Light and moisture sensitive
Solubility Information Soluble in 100 mM in DMSO.
Optical Rotation −62° (c=1 in 50% DMF)
Formula Weight 408.64
Percent Purity ≥98%
Chemical Name or Material 5-Bromo-4-chloro-3-indolyl-beta-D-galactopyranoside

RUO – Research Use Only

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