Protease-catalyzed monoacylation of 2-O-α-D-glucopyranosyl-L-ascorbic acid in three solvent systems
Akihiro Tai1, Yuji Iwaoka, Tasuku Mori
1Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima. atai@pu-hiroshima.ac.jp
Abstract:
6-O-dodecanoyl-2-O-α-D-glucopyranosyl-L-ascorbic acid (6-sDode-AA-2G) was synthesized from 2-O-α-D-glucopyranosyl-L-ascorbic acid and vinyl laurate with a protease from Bacillus subtilis in 30% dimethylformamide (DMF)/dioxane with a low water content. The addition of 3% (v/v) water to DMF/dioxane dramatically enhanced the 6-sDode-AA-2G synthesis. The optimum reaction conditions enabled 6-sDode-AA-2G to be synthesized in a yield of 38.1%.
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