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

InChI

InChI=1/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13-,14+/s3

InChIKey

OPIFSICVWOWJMJ-YOKWFQDINA-N

SMILES

C12C(Cl)=C(C=CC=1NC=C2O[C@@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)Br |&1:11,12,14,15,17,r|

Safety Information

WGK Germany 

3

HS Code 

29400090

Storage Class

11 - Combustible Solids

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.

5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside(108789-36-2)Related Product Information

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