(R)-Oxynitrilase-catalysed synthesis of chiral silicon-containing aliphatic (R)-ketone-cyanohydrins
(R)-Oxynitrilase-catalysed synthesis of chiral silicon-containing aliphatic (R)-ketone-cyanohydrins
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DOI：
10.1023/a:1022316919552
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发表时间：
2003-02
影响因子：
2.7
通讯作者：
Ning Li;Min-hua Zong;Chen Liu;Hualong Peng;Hua-Chang Wu
中科院分区：
文献类型：
--
作者：
Ning Li;Min-hua Zong;Chen Liu;Hualong Peng;Hua-Chang Wu
在35℃、pH为5的双相体系中，乙酰三甲基硅烷与丙酮氰醇经酶对映选择性转氰化反应制备了具有光学活性的2-三甲基硅基-2-羟基乙基氰化物。从苹果籽粕中提取的(R)-氧基腈酶效果最好，二异丙醚是最合适的有机相。乙酰三甲基硅烷是该酶较好的底物。2-三甲基硅基-2-羟基乙基氰化物的底物转化率和产物对映体过量量分别为>99%和>99%。
Optically active 2-trimethylsilyl-2-hydroxyl-ethylcyanide was prepared by enzymatic enantioselective transcyanation of acetyltrimethylsilane with acetone cyanohydrin in a biphasic system at 35 °C and pH 5. (R)-Oxynitrilase from apple seed meal was the best among all the enzymes explored and diisopropyl ether was the most suitable organic phase. Acetyltrimethylsilane was a better substrate of the enzyme than its carbon analogue. The substrate conversion and product enantiomeric excess of 2-trimethylsilyl-2-hydroxyl-ethylcyanide were >99% and >99%, respectively.