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5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside

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5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside Basic information

Product Name:
5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside
Synonyms:
  • 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE
  • (2R,3R,4S,5S,6R)-2-[(5-Bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
  • 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOPYRANOSIDE
  • 5-BROMO-4-CHLORO-3-INDOLYL-ALPHA-D-GLUCOSIDE
  • 5-BROMO-4-CHLORO-3-INDOXYL-ALPHA-D-GLUCOPYRANOSIDE
  • X-ALPHA-D-GLC
  • X-ALPHA-D-GLUCOSIDE
  • X-ALPHA-GLU
CAS:
108789-36-2
MF:
C14H15BrClNO6
MW:
408.63
EINECS:
1533716-785-6
Product Categories:
  • substrate
Mol File:
108789-36-2.mol
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5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside Chemical Properties

Boiling point:
674℃
Density 
1.882
refractive index 
1.6110 (estimate)
Flash point:
361℃
storage temp. 
-20°C
pka
12.74±0.70(Predicted)
form 
powder
color 
White
optical activity
[α]/D 105.0±5.0°, c = 1 in DMF/H2O 1:1
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Safety Information

WGK Germany 
3
HS Code 
29400090
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5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside Usage And Synthesis

Chemical Properties

white to off-white fine crystalline powder

Uses

suitable as substrate for α-glucosidase; substrate used in the Druggan-Forsythe-Iversen medium (DFI agar) for the selective detection of Enterobacter sakazakii in infant milk

Definition

ChEBI: 5-bromo-4-chloro-3-indolyl alpha-D-glucoside is an indolyl carbohydrate that is the alpha-D-glucoside of indoxyl in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is an organobromine compound, an organochlorine compound, an indolyl carbohydrate, a D-aldohexose derivative and an alpha-D-glucoside. It is functionally related to an indoxyl.

General Description

5-Bromo-4-chloro-3-indolyl α-D-glucopyranoside, X-Gluc, is a indigogenic substrate for β- glucuronidase enzyme (GUS). It aids screening of transgenic plants based on GUS activity. GUS deesterifies X-Gluc into indoxyl derivative which upon oxidative polymerization results in the generation of blue indigotin dye.

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