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酶法动力学拆分制备光学活性γ-内酯
引用本文:吴国峰,沈宗旋,丁振华,丁益萍,张雅文,王建飞.酶法动力学拆分制备光学活性γ-内酯[J].化学研究,2007,18(3):14-16,20.
作者姓名:吴国峰  沈宗旋  丁振华  丁益萍  张雅文  王建飞
作者单位:1. 苏州大学,化学化工学院,江苏省有机合成重点实验室,江苏,苏州,215123
2. 昆山市绿渊香料有限公司,江苏,昆山,215300
基金项目:江苏省有机合成重点实验室开放课题(JSK015)
摘    要:研究了脂肪酶对桃醛和γ-癸内酯的水解动力学拆分反应,考察了温度、pH值、酶的用量等因素对酶催化水解拆分过程的影响.选择氯化钙-阿拉伯胶水溶液作为反应介质,使γ-内酯拆分产物取得较高的ee值.回收拆分中产生的γ-羟基酸,外消旋化后再内酯化,投入下一批反应,提高了光学活性γ-内酯的总得率.

关 键 词:γ-内酯  脂肪酶  酶促水解  外消旋化  动力学拆分
文章编号:1008-1011(2007)03-0014-03
修稿时间:2007-03-23

Preparation of Optically Active Lactones via Enzymatic Resolution
WU Guo-feng,SHEN Zong-xuan,DING Zhen-hua,DING Yi-ping,ZHANG Ya-wen,WANG Jian-fei.Preparation of Optically Active Lactones via Enzymatic Resolution[J].Chemical Research,2007,18(3):14-16,20.
Authors:WU Guo-feng  SHEN Zong-xuan  DING Zhen-hua  DING Yi-ping  ZHANG Ya-wen  WANG Jian-fei
Institution:1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University; Suzhou 215123, Jiangsu, China;2. Kunshan Luyuan Perfurnc Manufactory, Kunshan 215300, Jiangsu, China
Abstract:Enzymatic resolution of racemic gamma-undecalactone and gamma-decalactone has been effectively studied by means of the lipase selectively catalyzed hydrolysis reaction.The influence factors such as temperature,pH value and the amounts of the lipase were optimised.Employment of the aqueous solution of calcium chloride containing gum arabic as the reaction medium,improved the ee of the resolution product.The gamma-hydroxy acid formed in the resolution was recovered,racemized,lactonized and recycled in the next run,which improved the yield of the optically active lactone.
Keywords:γ-lactone  lipase  enzyme catalyzed hydrolysis  racemization  kinetic resolution
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