Chemistry:Ascorbyl glucoside
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| IUPAC name
(2R)-2-[(1S)-1,2-Dihydroxyethyl]-3-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one
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| Other names
Ascorbic acid 2-O-glucoside; 2-O-alpha-D-Glucopyranosyl-L-ascorbic acid; AA-2G; L-Ascorbic acid 2-O-alpha-glucoside
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| Properties | |
| C12H18O11 | |
| Molar mass | 338.265 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Ascorbyl glucoside (AA-2G) is an ascorbic acid derivative that contains at least one glycosyl group. Ascorbyl glucoside is commonly used in cosmetic products to administer vitamin C topically. Ascorbyl glucoside exhibits superior stability and penetration ability compared to ascorbyl phosphate salts, but the rate of its in vivo conversion to ascorbic acid is not known.[1] Ascorbyl glucosides such as AA-2G, like many other derivatives of the ascorbic acid, show antiscorbutic effects.[2] It is also sometimes used in skin whitening products.[3]
Ascorbyl glucoside is synthesized through a glycosylation process catalyzed by glycosyltransferase-class enzymes.[3]
See also
References
- ↑ Pullar, Juliet M.; Carr, Anitra C.; Vissers, Margreet C. M. (2017-08-12). "The Roles of Vitamin C in Skin Health". Nutrients 9 (8): 866. doi:10.3390/nu9080866. ISSN 2072-6643. PMID 28805671.
- ↑ Yamamoto, I.; Suga, S.; Mitoh, Y.; Tanaka, M.; Muto, N. (November 1990). "Antiscorbutic activity of L-ascorbic acid 2-glucoside and its availability as a vitamin C supplement in normal rats and guinea pigs". Journal of Pharmacobio-Dynamics 13 (11): 688–695. doi:10.1248/bpb1978.13.688. ISSN 0386-846X. PMID 2093127.
- ↑ 3.0 3.1 "Current research situation and development prospect of ascorbyl glucoside--《Chinese Journal of Bioprocess Engineering》2008年04期". https://en.cnki.com.cn/Article_en/CJFDTotal-SWJG200804002.htm.
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