04846
Phenyl β-D-thioglucopyranoside
≥98% (HPLC)
Synonym(s):
Phenyl β-D-thioglucoside, Phenyl 1-thio-β-D-glucopyranoside
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About This Item
Empirical Formula (Hill Notation):
C12H16O5S
CAS Number:
Molecular Weight:
272.32
UNSPSC Code:
12352202
PubChem Substance ID:
MDL number:
InChI
1S/C12H16O5S/c13-6-8-9(14)10(15)11(16)12(17-8)18-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11-,12+/m1/s1
SMILES string
OC[C@H]1O[C@@H](Sc2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O
InChI key
OVLYAISOYPJBLU-ZIQFBCGOSA-N
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D +48.5±2.0°, c = 1 in ethanol
impurities
11.1-12.4% sulfur content
storage temp.
−20°C
Application
Inhibition studies of a broad-specificity β-D-glucosidase
Biochem/physiol Actions
Phenyl β-D-thioglucopyranoside was shown to inhibit the activity of sodium-D-glucose cotransporter (SGLT) 1 and 2 by a competitive inhibition mechanism. Phenyl β-D-thioglucopyranoside had a stronger inhibitory effect on SGLT2 than 1.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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I Pócsi et al.
The Biochemical journal, 256(1), 139-146 (1988-11-15)
A broad-specificity beta-D-glucosidase from pig kidney cortex was isolated and purified to homogeneity by a rapid purification procedure. The pI (5.14 +/- 0.05), Mr (59,000 +/- 2000) and specific activities with several p-nitrophenyl glycosides (galactopyranoside, glucopyranoside, arabinopyranoside, xylopyranoside) were comparable
Thioglycosides as inhibitors of hSGLT1 and hSGLT2: Potential therapeutic agents for the control of hyperglycemia in diabetes.
Castaneda, F
International Journal of Clinical and Experimental Medicine, 4, 131-139 (2007)
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