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脂肪酶催化拆分2-氯-1-苯乙醇
引用本文:夏小乐;王永华;李文成;杨博;王小宁.脂肪酶催化拆分2-氯-1-苯乙醇[J].华南理工大学学报(自然科学版),2009,37(12).
作者姓名:夏小乐;王永华;李文成;杨博;王小宁
作者单位:夏小乐,李文成,杨博,王小宁,Xia Xiao-le,Li Wen-cheng,Yang Bo,Wang Xiao-ning(华南理工大学,生物科学与工程学院,广东,广州,510006);王永华,Wang Yong-hua(华南理工大学,轻工与食品学院,广东,广州,510640) 
摘    要:手性2-氯-1-苯乙醇这一关键的药物中间体,已被酶法合成。经过筛选多种脂肪酶,一种新的商业化的来自Pseudomonas cepacia固定化脂肪酶PS IM,表现出最高的活力。同时首次发现小麦胚芽脂肪酶(WGL)具有与其他脂肪酶相反的立体选择性。并系统探讨了溶剂体系,温度以及水活度对PS IM催化拆分2-氯-1-苯乙醇的影响。最终发现在正己烷体系,35℃和水活度0.69时,获得最好的分离效果,能同时得到两个高纯度的对映体(eep 99%,ees 99%)。PS IM在经过5次重复反应之后的活力约保留了85%。

关 键 词:2-氯-1-苯乙醇  动力学拆分  水活度  脂肪酶  PS  IM  小麦胚芽脂肪酶  
收稿时间:2008-10-7
修稿时间:2009-7-3

Lipase-catalyzed kinetic resolution of both enantiomers of 2-chloro-1-phenylethanol
Xiaole Xia,Xiaoning Wang.Lipase-catalyzed kinetic resolution of both enantiomers of 2-chloro-1-phenylethanol[J].Journal of South China University of Technology(Natural Science Edition),2009,37(12).
Authors:Xiaole Xia  Xiaoning Wang
Abstract:Chiral 2-chloro-1-phenylethanol, a key chiral intermediate of pharmaceuticals, has been prepared by an enzymatic approach. Various lipases were screened; a new commercial available immobilized lipase from Pseudomonas cepacia (PS IM) showed the highest activity, while a wheat germ lipase (WGL) showed the opposite enantioselectivity to other lipases. The effects of organic solvent, temperature and water activity were also investigated in PS IM catalyzed tranesterification of 2-chloro-1-phenylethanol with vinyl acetate. Enantiomers were separated with a good enantiomeric purity (eep 99%, ees 99%) and yield (50%) at 35℃ in n-hexane with a αw of 0.69. The relative activity of PS IM after five repeated reactions was about 85%.
Keywords:2-chloro-1-phenylethanol  kinetic resolution  water activity  lipase  wheat germ lipase
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