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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
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% |
| Size | 1 G, 100 MG, 5 G, Other |
|---|
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