2-O-alpha-D-Glucopyranosyl-L-ascorbic Acid

2-O-alpha-D-Glucopyranosyl-L-ascorbic acid (AA-2G) is a glucosylated derivative of L-ascorbic acid (Cay-14656) that has antioxidant and radioprotective activities. It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805) radicals in a cell-free assay (EC50 = 61 µM in 60% ethanol). AA-2G (5 mM) inhibits gamma-radiation-induced cell death in CHO-10B2 and radiosensitive xrs5 cells, as well as UVC- or broadband UVB-induced cell death in CHO-10B2 and UV-sensitive UV135 cells. It is hydrolyzed to ascorbic acid by alpha-glucosidase and increases serum levels of ascorbic acid in rats and guinea pigs when administered orally at doses of 19.2 and 96 mg/animal, respectively. AA-2G (19.2 mg/animal per day) reverses weight loss and inhibits subcutaneous hemorrhage in guinea pigs fed a vitamin C-deficient diet.CAS Number: 129499-78-1. Synonyms: AA-2G, Asc2G, Ascorbic Acid 2-glucoside. Molecular Formula: C12H18O11. Formula Weight: 338.3. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 1 mg/ml, PBS (pH 7.2): 1 mg/ml. lambdamax: 234 nm. SMILES: OC[C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC2=C(O)[C@]([C@H](CO)O)([H])OC2=O. InChi Code: InChI=1S/C12H18O11/c13-1-3(15)9-8(19)10(11(20)22-9)23-12-7(18)6(17)5(16)4(2-14)21-12/h3-7,9,12-19H,1-2H2/t3-,4+,5+,6-,7+,9+,12+/m0/s1. InChi Key: MLSJBGYKDYSOAE-DCWMUDTNSA-N.