Phenyl b-D-glucopyranoside is a natural compound that is found in various plants. It inhibits the binding of an inhibitor to its substrate molecule by forming a covalent bond with the inhibitor through an ester linkage. Phenyl b-D-glucopyranoside has been shown to inhibit glucose transport and histochemical staining in rat liver tissues and has been used to study autoimmune diseases. Phenyl b-D-glucopyranoside is also used as a monoclonal antibody substrate molecule for tissue culture experiments. The analytical method for determining phenyl b-D-glucopyranoside’s molecular weight is based on the ph of hydrolysis, which is optimum at pH 7.0.
| CAS Number | 1464-44-4 |
| Product Name | Phenyl beta-D-glucopyranoside |
| IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol |
| Molecular Formula | C12H16O6 |
| Molecular Weight | 256.25 g/mol |
| InChI | InChI=1S/C12H16O6/c13-6-8-9(14)10(15)11(16)12(18-8)17-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11-,12-/m1/s1 |
| InChI Key | NEZJDVYDSZTRFS-RMPHRYRLSA-N |
| SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O |
| Synonyms | phenyl beta-D-glucopyranoside, phenyl-beta-glucoside, phenylglucoside, phenylglucoside, (alpha-(D))-isomer, phenylglucoside, (alpha-(L))-isomer |
| Canonical SMILES | C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O |
| Isomeric SMILES | C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
CAS No: 1464-44-4 MDL No: MFCD00064089 Chemical Formula: C12H16O6 Molecular Weight: 256.25 |
COA:
Product name: Phenyl-beta-D-glucopyranoside CAS: 1464-44-4
M.F.: C12H16O6 M.W.: 256.25
|
Items |
Standards |
Results |
|
Appearance |
White crystal powder |
Complies |
|
Solubility |
Soluble in hot water, insoluble in ether |
Complies |
|
Identification |
IR and HPLC |
Complies |
|
Melting point |
170? ~ 175 ?C |
172? ~174 ? |
|
Specific rotation ( [?]20/D, in H2O) |
-70o ~ -74o |
-72.5o |
|
Any other impurity |
Max. 0.5% |
Complies |
|
Total impurity |
Max. 2% |
Complies |
|
Heavy metal |
Max. 20ppm |
Complies |
|
Residue on ignition |
Max. 0.5% |
0.1% |
|
TLC |
One spot |
One spot |
|
Assay by HPLC |
Min. 98% |
98.7% |
References:
1. Joniak D, Polakova M, J. Serb. Chem. Soc. 2001, Vol66, p81-86
| Size | 1 G, 100 MG, 5 G, Other |
|---|
IUPAC:Fuc(a1-2)[Gal(a1-3)]Gal(b1-3)GlcNAc(b1-3)Gal(b1-4)b-Glc, G63238VS
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