Description
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.
Product information
CAS Number: 13224-99-2
Molecular Weight: 206.19
Formula: C8H14O6
Chemical Name: (4aR,6S,7R,8R,8aS)-2-methyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-6,7,8-triol
Smiles: CC1OC[C@H]2O[C@H](O)[C@H](O)[C@@H](O)[C@@H]2O1
InChiKey: VZPBLPQAMPVTFO-NKWOADHPSA-N
InChi: InChI=1S/C8H14O6/c1-3-12-2-4-7(13-3)5(9)6(10)8(11)14-4/h3-11H,2H2,1H3/t3?,4-,5-,6-,7-,8+/m1/s1
Technical Data
Appearance: Solid Power
Purity: ≥98% (or refer to the Certificate of Analysis)
Solubility: DMSO : 100 mg/mL (484.99 mM; Need ultrasonic). H2O : 125 mg/mL (606.24 mM; Need ultrasonic).
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis
Storage Condition: Dry, dark and -20 oC for 1 year or refer to the Certificate of Analysis.
Shelf Life: ≥12 months if stored properly.
Stock Solution Storage: 0 - 4 oC for 1 month or refer to the Certificate of Analysis.
Drug Formulation: To be determined
HS Tariff Code: 382200
How to use
In Vitro:
4,6-O-ethylidene-α-D-glucose (Ethylidene-glucose) shows poor affinity for malarial hexose transporter (PfHT1; Ki>50 mM). 4,6-O-ethylidene-α-D-glucose inhibits wild-type transport with a Ki of approximately 12 mM, but this is increased to greater than 120 mM in the Gln282-Leu mutant. 4,6-O-ethylidene-α-D-glucose inhibits glucose exit competitively but its penetration into human red cells is unaffected by glucose in the medium. The potentiation of the development of FDNB inhibition by sugars in the incubating medium is absent when 4,6-O-ethylidene-α-D-glucose is used and there is a slight protective action. 4,6-O-ethylidene-α-D-glucose penetrates human red cells by simple diffusion supported by its penetration of guinea-pig red cells at similar rates, by the occurrence of osmotic haemolysis in isosmotic solutions which is unaffected by copper ions and by the relatively high ether/water partition of the compound.
Products are for research use only. Not for human use.
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