Bioscience, Biotechnology, and Biochemistry 2010-01-01

Protease-catalyzed monoacylation of 2-O-α-D-glucopyranosyl-L-ascorbic acid in three solvent systems.

Akihiro Tai, Yuji Iwaoka, Tasuku Mori, Hideyuki Ito

Index: Biosci. Biotechnol. Biochem. 74(9) , 1969-71, (2010)

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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%.