13224-99-2
13224-99-2
Chemical Structure
4,6-O-Ethylidene-α-D-glucose
Synonym(s): Ethylidene-glucose
- CAS No.: 13224-99-2
- Formula:C8H14O6
- Molecular Weight:206.19
IUPAC Name: (4aR,6S,7R,8R,8aS)-2-methylhexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol
InChIKey: VZPBLPQAMPVTFO-NKWOADHPSA-N
SMILES: [H][C@]12[C@@](O[C@H](O)[C@H](O)[C@H]2O)([H])COC(C)O1
Biological Activity: 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].
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4,6-O-Ethylidene-α-D-glucose | 98.0% | 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. | ||||||||||||||||||||
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4,6-O-Ethylidene-α-D-glucose (Standard) | ≥98% | 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. | ||||||||||||||||||||
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References
- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
