4,6-O-Ethylidene-α-D-glucose

4,6-O-ethylidene-α-D-glucose (Ethylidene-glucose), a glucose derivative, is a competitive exofacial binding-site inhibitor on glucose transporter 1 (GLUT1) with a Ki of 12 mM for wild-type 2-deoxy-D-glucose transport[1][2][3].

Product Specifications

CAS Number

[13224-99-2]

Product Name Alternative

Ethylidene-glucose

UNSPSC

12352005

Hazard Statement

H302, H312, H332

Target

Endogenous Metabolite; GLUT

Type

Natural Products

Related Pathways

Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Metabolic Disease

Assay Protocol

https://www.medchemexpress.com/4-6-o-ethylidene-α-d-glucose.html

Concentration

10mM

Purity

98.0

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 125 mg/mL (ultrasonic)

Smiles

[H][C@]12[C@@](O[C@H](O)[C@H](O)[C@H]2O)([H])COC(C)O1

Molecular Formula

C8H14O6

Molecular Weight

206.19

Precautions

H302, H312, H332

References & Citations

[1]M Hashiramoto, et al. Site-directed Mutagenesis of GLUT1 in Helix 7 Residue 282 Results in Perturbation of Exofacial Ligand Binding. J Biol Chem. 1992 Sep 5;267 (25) :17502-7.|[2]Malay Patra, et al. A Potent Glucose-Platinum Conjugate Exploits Glucose Transporters and Preferentially Accumulates in Cancer Cells. Angew Chem Int Ed Engl. 2016 Feb 12;55 (7) :2550-4.|[3]G F Baker, et al. The Permeation of Human Red Cells by 4,6-O-ethylidene- -D-glucopyranose (Ethylidene Glucose) . J Physiol. 1973 May;231 (1) :129-42.