Enzymatic enantioselective synthesis of (R)‐2‐trimethylsilyl‐2‐hydroxyl‐propionitrile by defatted apple seed meal

Enzymatic enantioselective synthesis of (R)‐2‐trimethylsilyl‐2‐hydroxyl‐propionitrile by defatted apple seed meal
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DOI:
10.1002/cjoc.20030211025
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发表时间:
2010-08
影响因子:
5.4
通讯作者:
Ning Li;Min-hua Zong;Ju-fang Wang;Chen Liu;Hong Wu
Ning Li;Min-hua Zong;Ju-fang Wang;Chen Liu;Hong Wu
中科院分区:
化学2区
文献类型:
--
作者:
Ning Li;Min-hua Zong;Ju-fang Wang;Chen Liu;Hong Wu

文献摘要

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以脱脂苹果籽粕中的(R)-羟基腈酶为催化剂,在两相体系中成功地合成了(R)-2-三甲基硅基-2-羟基丙腈。系统考察了各因素对反应的影响。在所考察的所有有机溶剂中,二异丙醚对该反应的效果最好。结果表明,脱脂苹果籽粕的最适浓度为4%(W/V),水相含量为23%(V/V),乙酰三甲基硅烷和丙酮氰醇的浓度分别为20 mmo1±L−1,40 mmo1±L−1,pH=5.0和40℃,在此条件下反应的初始反应速率为9.4 mmo1±L−1±h−1,底物转化率为99%,产物对映体过量为99%。
The enantioselective synthesis of (R)-2-trimethylsilyl-2-hydroxyl-propionitrile by (R)-oxynitrilase contained in defatted apple seed meal in a biphasic system was successfully performed. The influences of some factors on the reaction were investigated systematically. Diisopropyl ether was found to be the best for this reaction among all the organic solvents examined. The optimal concentration of defatted apple seed meal, aqueous phase content, concentrations of acetyltrimethylsilane and acetone cyanohydrin, buffer pH, reaction temperature were 4% (W/V), 23% (V/V), 20 mmol ± L−1, 40 mmol ± L−1, pH = 5.0 and 40 °C, respectively, under which the initial reaction rate, substrate conversion and product enantiomeric excess were 9.4 mmol ± L−1 ± h−1, 99% and >99%, respectively.