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

CAS: 108789-36-2

Ref. 3D-EB05081

Product Information

• Name: 5-Bromo-4-chloro-3-indolyl α-D-glucopyranoside
• Synonyms: X-α-D-Glucoside5-Bromo-4-chloro-3-(α-D-glucopyranosyloxy)indole, 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, X-Alpha-Glucoside, X-A-Glu, 5-bromo-4-chloro-1H-indol-3-yl alpha-D-glucopyranoside
• CAS: 108789-36-2

Description

Chromogenic substrate for α-D-glucosidase yielding a blue precipitate. It is used for the detection of, e.g. Staphylococcusaureus and Bacillus species, and for the isolation of Enterobactersakazakii e.g. from baby food. It is an indolyl carbohydrate that is the beta-D-glucoside of 3-hydroxy-1H-indole, in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. The enzyme, beta-glucosidase cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product.

• Brand: Biosynth

Chemical properties

• Molecular weight: 408.63 g/mol
• Formula: C₁₄H₁₅BrClNO₆
• Purity: Min. 97 Area-%
• Color/Form: Powder
• InChI: InChI=1S/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+/m1/s1
• InChI key: InChIKey=OPIFSICVWOWJMJ-HRNXZZBMSA-N
• SMILES: OC[C@H]1O[C@H](Oc2c[nH]c3ccc(Br)c(Cl)c23)[C@H](O)[C@@H](O)[C@@H]1O