在低水含量的 N,N-二甲基甲酰胺中，蛋白酶对 2-O-α-D-吡喃葡萄糖基-L-抗坏血酸进行单酰化。
Monoacylation of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid by protease in N,N-dimethylformamide with low water content.
机构信息
Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, Shobara, Hiroshima 727-0023, Japan.
出版信息
Carbohydr Res. 2010 Aug 16;345(12):1658-62. doi: 10.1016/j.carres.2010.04.028. Epub 2010 May 4.
2-O-alpha-D-Glucopyranosyl-L-ascorbic acid (AA-2G) laurate was synthesized from AA-2G and vinyl laurate with a protease from Bacillus subtilis in N,N-dimethylformamide (DMF) with low water content. Addition of water to DMF dramatically enhanced monoacyl AA-2G synthesis. Maximum synthetic activity was observed when 3% (v/v) water was added to the reaction medium. Under the optimal reaction conditions, 5-O-dodecanoyl-2-O-alpha-D-glucopyranosyl-L-ascorbic acid, 2-O-(6'-O-dodecanoyl-alpha-D-glucopyranosyl)-L-ascorbic acid, and 6-O-dodecanoyl-2-O-alpha-D-glucopyranosyl-L-ascorbic acid were synthesized in yields of 5.5%, 3.2%, and 20.4%, respectively.
2-O-α-D-吡喃葡萄糖基-L-抗坏血酸（AA-2G）月桂酸酯由 AA-2G 和乙烯月桂酸酯与枯草芽孢杆菌蛋白酶在 N,N-二甲基甲酰胺（DMF）中低水含量下合成。向 DMF 中加水可显著提高单酰 AA-2G 的合成。当向反应介质中加入 3%（体积/体积）的水时，观察到最大的合成活性。在最佳反应条件下，分别以 5.5%、3.2%和 20.4%的产率合成了 5-O-十二烷酰基-2-O-α-D-吡喃葡萄糖基-L-抗坏血酸、2-O-（6'-O-十二烷酰基-α-D-吡喃葡萄糖基）-L-抗坏血酸和 6-O-十二烷酰基-2-O-α-D-吡喃葡萄糖基-L-抗坏血酸。
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