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108789-36-2, 5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside,X-a-D-Glucoside, CAS:108789-36-2

X-a-D-Glucoside
, 5-Bromo-4-chloro-3-indolyl-a-D-glucopyranoside, CAS:108789-36-2
C14H15BrClNO6 / 408.63
MFCD00155606

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

5-溴-4-氯-3-吲哚基-ALPHA-D-吡喃葡萄糖苷

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 Number108789-36-2
Product Name5-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 FormulaC14H15BrClNO6
Molecular Weight408.63 g/mol
InChIInChI=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 KeyOPIFSICVWOWJMJ-HRNXZZBMSA-N
SMILESC1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
Canonical SMILESC1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
Isomeric SMILESC1=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.: C14H15BrClNO6       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%H2SO4-C2H5OH)

Should be one spot

Complies

Assay by HPLC

Min. 98%

98.2%


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