(R)-oxynitrilase-catalysed synthesis of chiral silicon-containing aliphatic (R)-ketone-cyanohydrins |
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Authors: | Li Ning Zong Min-Hua Liu Chen Peng Hua-Song Wu Hua-Chang |
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Affiliation: | (1) Biotechnology Department, South China University of Technology, Guangzhou, 510640, P.R. China |
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Abstract: | 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. |
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Keywords: | asymmetric synthesis cyanohydrin organosilicon (R)-oxynitrilase 2-trimethylsilyl-2-hydroxyl-ethylcyanide |
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