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

Name: 5-Bromo-4-chloro-3-indolyla-D-glucopyranoside
SKU: A10GD-4304
Price: 100.10 USD
Availability: InStock

$100.10 – $200.10

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%