期刊
CHEMICAL & PHARMACEUTICAL BULLETIN
卷 49, 期 8, 页码 1047-1049出版社
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.49.1047
关键词
protease; transacylation; 6-acyl-AA-2G; lipophilic ascorbate; ascorbic acid
2-O-alpha -D-Glucopyranosyl-6-O-octanoyl-L-ascorbic acid was enzymatically synthesized from 2-O-alpha -D-glucopyranosyl-L-ascorbic acid (AA-2G) and vinyl octanoate with a protease from Bacillus subtilis in pyridine. Furthermore, with various linear saturated fatty acid vinylesters as acyl donors, AA-2G was also converted to their corresponding 6-O-acyl AA-2G in the same manner. The reactivities of transacylation decreased with increasing length of the acyl groups. Thus, short chain acyl groups were transferred to AA-2G by this protease more efficiently than were long chain acyl groups. This enzymatic method is recommended for the synthesis of 6-Acyl-AA-2G with short or medium length chain acyl groups.
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