129499-78-1
Chemical Structure
2-O-α-D-Glucopyranosyl-L-ascorbic Acid
- CAS No.: 129499-78-1
- Formula:C12H18O11
- Molecular Weight:338.26
IUPAC Name: (R)-5-((S)-1,2-dihydroxyethyl)-4-hydroxy-3-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)furan-2(5H)-one
InChIKey: MLSJBGYKDYSOAE-DCWMUDTNSA-N
SMILES: OC([C@H](O1)[C@H](CO)O)=C(O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)C1=O
Biological Activity: 2-O-α-D-Glucopyranosyl-L-ascorbic Acid is an orally active glucoside derivative of ascorbic acid. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid can be hydrolyzed by α-glucosidase to release ascorbic acid. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid inhibits melanin synthesis, prevents UV-induced cell damage, and promotes collagen synthesis in skin fibroblasts. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid also induces oxidative stress to inhibit tumor growth. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid can be used in research related to tumors, inflammation, and other conditions[1][2][3].
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2-O-α-D-Glucopyranosyl-L-ascorbic Acid | 99.81% | 2-O-α-D-Glucopyranosyl-L-ascorbic Acid is an orally active glucoside derivative of ascorbic acid. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid can be hydrolyzed by α-glucosidase to release ascorbic acid. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid inhibits melanin synthesis, prevents UV-induced cell damage, and promotes collagen synthesis in skin fibroblasts. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid also induces oxidative stress to inhibit tumor growth. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid can be used in research related to tumors, inflammation, and other conditions. | ||||||||||||||||||||
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2-O-α-D-Glucopyranosyl-L-ascorbic Acid (Standard) | ≥98% | 2-O-α-D-Glucopyranosyl-L-ascorbic Acid (Standard) is the analytical standard of 2-O-α-D-Glucopyranosyl-L-ascorbic Acid. This product is intended for research and analytical applications. 2-O-α-D-Glucopyranosyl-L-ascorbic Acid is a glucoside derivative of ascorbic acid, shows anti-cancer activity after enzymatic hydrolysis to ascorbic acid. | ||||||||||||||||||||
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References
- [1]. Tai A, et al. Bioavailability of a series of novel acylated ascorbic acid derivatives, 6-O-acyl-2-O-alpha-D-glucopyranosyl-L-ascorbic acids, as an ascorbic acid supplement in rats and guinea pigs. Biosci Biotechnol Biochem. 2002 Aug;66(8):1628-34. [Content Brief]
- [2]. Miura K, et al. 2-O-α-D-Glucopyranosyl-l-ascorbic acid as an antitumor agent for infusion therapy. Biochem Biophys Rep. 2017;10:232-236. Published 2017 Apr 22. [Content Brief]
- [3]. Tai A, et al. Structural evidence for the DPPH radical-scavenging mechanism of 2-O-α-d-glucopyranosyl-l-ascorbic acid. Bioorg Med Chem. 2017 Oct 15;25(20):5303-5310. [Content Brief]
