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

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Catalog No: A10GD-4304
Cas No: 108789-36-2
Properties: Mol Formula: C14H15BrClNO6, Mol Weight: 408.63
IUPAC Name: (2R,3R,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonym: 5-Bromo-4-chloro-3-indolyl-alpha-D-glucopyranoside, 5-bromo-4-chloro-1H-indol-3-yl alpha-D-glucopyranoside, X-alpha-Glc

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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.: 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%

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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