疏水离子液体中生物不对称还原制备手性醇

Biological asymmetric reduction for preparation of chiral alcohols inhydrophobicity ionic liquids

针对近平滑假丝酵母全细胞不对称还原2-羟基苯乙酮制备光学纯(R)-苯基乙二醇反应中底物的质量浓度、产量及质量平衡低的问题,运用多相萃取生物转化的原理,比较不同非水介质对不对称还原反应效率的影响,构建具有良好生物相容性和高质量平衡的水/疏水离子液体1-丁基-3-乙基咪唑六氟磷酸盐([BEIM]PF6)双相反应体系。考察该体系下辅助底物种类、辅助底物用量、底物质量浓度、催化剂用量、离子液体比例、p H和反应温度对生物催化反应的影响,通过正交试验设计和响应面法优化不对称还原2-羟基苯乙酮的反应条件,在最优反应条件下,产物质量浓度、产率和质量平衡得率分别达到15.35 g/L、76.8%和84.3%,产物的对映消旋值(e.e.值)大于99.9%。

Whole cells of Candida parapsilosis catalyze asymmetric reduction of 2-hydroxyacetophenone for preparation of optically pure（R）-1-phenyl-1,2-ethanediol.The multiphase extraction of bioconversion was applied to improve substrate concentration,yield and the mass balance of the asymmetric reduction reaction.Different non-aqueous reaction systems were compared and aqueous/hydrophobicity ionic liquids（ILs） 1-butyl-3-ethylimidazolium hexafluorophosphate（[BEIM]PF6） biphasic system shown better biocompatibility and high mass balance.The effects of the different co-substrates,co-substrate mass,substrate concentration,catalyst mass,ILs ratio,pH value and reaction temperature on the biological catalysis reaction were studied.Reaction conditions of asymmetric reduction of 2-hydroxyacetophenone was optimized by orthogonal experimental design and response surface experimental design.Under the optimized reaction conditions,product concentration,yield and mass balance reached 15.35 g/L,76.8%,84.3%,respectively.The enantiomeric excess（e.e.） value of product was above 99.9%.