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Enzymatic Enantioselective Synthesis of (R)-2-Trimethylsilyl-2-hydroxyl-propionitrile by Defatted Apple Seed Meal
引用本文:李宁,宗敏华,王菊芳,刘晨,吴虹.Enzymatic Enantioselective Synthesis of (R)-2-Trimethylsilyl-2-hydroxyl-propionitrile by Defatted Apple Seed Meal[J].中国化学,2003,21(10):1360-1363.
作者姓名:李宁  宗敏华  王菊芳  刘晨  吴虹
作者单位:Biotechnology Department,Biotechnology Department,Biotechnology Department,Biotechnology Department,Biotechnology Department South China University of Technology,Guangzhou,Guangdong 510640,China,South China University of Technology,Guangzhou,Guangdong 510640,China,South China University of Technology,Guangzhou,Guangdong 510640,China,South China University of Technology,Guangzhou,Guangdong 510640,China,South China University of Technology,Guangzhou,Guangdong 510640,China
基金项目:ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .20076019)andtheNaturalScienceFoundationofGuang dongProvince (No .0 0 0 44 4)
摘    要:IntroductionOverthepastyears ,thesynthesisofchiralaldehyde cyanohydrinswaswellstudied .1Incontrasttochiralalde hyde cyanohydrins ,therewereonlyfewreportsaboutthepreparationofopticallyactiveketone cyanohydrins ,2 whichareusefulstartingmaterialsandintermediatesforthesyn thesisofmanychiralnaturalproducts .3Wethereforefo cusedonthepreparationofopticallyactivesiliconcontain ing (R ) ketone cyanohydrin ((R ) 2 trimethylsilyl 2 hy droxyl propionitrile)usingacetonecyanohydrinastran scyanationagen…

关 键 词:酶法合成  对映选择性合成  (R)-2-三甲基甲硅烷基-2-羟基-丙腈  不对称合成  酮-氰醇  (R)-氧腈酶  苹果种子

Enzymatic Enantioselective Synthesis of (R)-2-Trimethylsilyl-2-hydroxyl-propionitrile by Defatted Apple Seed Meal
LI,Ning ZONG,Min Hua WANG,Ju Fang LIU,Chen WU,Hong Biotechnology.Enzymatic Enantioselective Synthesis of (R)-2-Trimethylsilyl-2-hydroxyl-propionitrile by Defatted Apple Seed Meal[J].Chinese Journal of Chemistry,2003,21(10):1360-1363.
Authors:LI  Ning ZONG  Min Hua WANG  Ju Fang LIU  Chen WU  Hong Biotechnology
Institution:LI,Ning ZONG,Min Hua WANG,Ju Fang LIU,Chen WU,Hong Biotechnology Department,South China University of Technology,Guangzhou,Guangdong 510640,China
Abstract: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.
Keywords:asymmetric synthesis  ketone cyanohydrin  ( R ) oxynitrilase  ( R ) 2  trimethylsilyl 2 hydroxyl propionitrile
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