5-Bromo-4-chloro-3-indolyla-D-glucopyranoside

5-Bromo-4-chloro-3-indolyl a-D-glucopyranoside 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. CAS Number 108789-36-2 Product Name 5-bromo-4-chloro-1H-indol-3-yl alpha-D-glucopyranoside IUPAC Name (2R,3R,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol Molecular Formula C14H15BrClNO6 Molecular Weight 408.63 g/mol 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 OPIFSICVWOWJMJ-HRNXZZBMSA-N SMILES C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br Canonical SMILES C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br Isomeric SMILES C1=CC(=C(C2=C1NC=C2O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)Cl)Br CAS No: 108789-36-2 Synonyms: X-a-D-Glucoside5-Bromo-4-chloro-3-(a-D-glucopyranosyloxy)indole MDL No: MFCD00155606 Chemical Formula: C14H15BrClNO6 Molecular Weight: 408.63 COA: Name : 5-Bromo-4-chloro-3-indolyl-alpha-D-glucopyranoside CAS : 108789-36-2 M.F. : C 14 H 15 BrClNO 6 M .W. : 408.63 Items Standards Results Appearance White crystalline power Positive Solubility Soluble in DMF and insoluble in ether Positive NMR and MS Should comply Complies Identification IR and TLC Positive Loss Weight On Dryness Max. 1% Complies Beta-Isomer Max. 1% 0.16% TLC (15%H 2 SO 4 -C 2 H 5 OH) Should be one spot Complies Assay by HPLC Min. 98% 98.2%