麻静波,于洪巍

• 1:浙江大学化学工程与生物工程学系

摘要(Abstract)：

以来源于类红球细菌(Rhodobacter sphaeroides)的羧酸酯酶RspE为催化剂,首次探讨了它在有机溶剂中的催化特性,并在研究中将1-苯乙醇与乙酸乙烯酯的转酯反应作为模型反应。比较5种不同有机溶剂以及4个不同温度对酯酶RspE催化反应的影响,发现在45oC乙腈作为溶剂时酶的催化活性最高。而在酶的稳定性研究中,发现酯酶RspE在有机溶剂中暴露4天后,催化转酯反应进行两天的保留活性为58.3%,表明有机溶剂中的长时间暴露使得酯酶的催化活性有损失。在最适条件下反应6天后的结果显示,转化率达到了47.9%,而对映体选择性值达到了64,表明该羧酸酯酶对1-R-苯乙醇具有良好的手性选择性。经本实验研究发现,类红球细菌羧酸酯酶RspE在有机溶剂中能够有选择性地催化1-苯乙醇转酯反应的进行,表明该酯酶不但可以在水相中催化水解反应的进行,还可以作为一种新的生物催化剂应用于有机相催化工业。

关键词(KeyWords)： 类红球菌羧酸酯酶;有机溶剂;转酯反应;手性选择性

Abstract:

Keywords:

基金项目(Foundation): 国家自然科学基金(21176215);; 浙江省自然科学基金杰出青年基金(R4110092)

作者(Author): 麻静波,于洪巍

参考文献(References)：

• [1]Dordick J S.Enzymatic catalysis in monophasic organic solvents[J].Enzyme and Microbial Technology,1989,11:194-211.
• [2]Georges L,Jacques B,Christian T,et al.Lipase catalyzed reactions and strategy for alcohol resolution[J].Tetrahedron Letters,1986,27(1):29-32.
• [3]SUN Meng(孙猛),YIN Chun-hua(尹春华),CHEN Jun(陈君).Synthesis of caprylic glycerides by immobilized candida sp.lipase(固定化假丝酵母脂肪酶催化合成辛酸甘油酯)[J].Chemical Industry And Engineering Progress(化工进展),2006,25(11):1328-1331.
• [4]Ajay K,Richard A G.Candida antarctica lipase B catalyzed transesterification:New synthetic routes to copolyesters[J].Journal ofthe American Chemical Society,2000,122(48):11767-11770.
• [5]CAO Shu-gui(曹淑桂),LIU Zhan-bin(刘占斌),FENG Yan(冯雁).Esterification and transesterification catalyzed by lipase inorganic solvent(脂肪酶在有机溶剂中催化酯合成和酯交换反应)[J].Chemical Journal of Chinese University(高等学校化学学报),1991,12(11):1555-1557
• [6]ZHANG Zhong-yi(张中义),WU Xin-xia(吴新霞).Progress on lipase(脂肪酶的研究进展)[J].Food and Drug(食品与药品),2007,9(12):54-56.
• [7]Enzo S,Patrizia F,Paride G.Lipase-catalyzed transesterification in organic solvents:Applications to the preparation of enantiomericallypure compounds[J].Enzyme and Microbial Technology,1993,15(5):367-382.
• [8]Wang B,Tang X L,Liu J,et al.Escherichia coli BioH:a highly enantioselective and organic solvent tolerant esterase for kineticresolution of sec-alcohols[J].Tetrahedron Letters,2010,51(48):6360-6384.
• [9]Liu J,Tang X L,Wang B,et al.Cloning,screening and characterization of ester hydrolases with enantioselectivity in typical bacteria[J].Process Biochemistry,2010,45(4):475-480.
• [10]TANG Xiao-ling(汤晓玲),YU Hong-wei(于洪巍).Directed evolution of esterase for advanced enantioselectivity(通过定向进化策略提高酯酶立体选择性的研究)[J].J Chem Eng of Chinese Univ(高校化学工程学报),2011,25(2):283-288.
• [11]XIAO Hai-bo(肖海波),WU Hui-jun(吴蕙君).Study of chiral alcohol obtained by enzyme catalysis(利用酶催化法制取几种光学活性醇的研究)[J].Chemical World(化学世界),1998,39(9):472-474.
• [12]Janssen A J M,Klunder A J H,Zwanenburg B.Resolution of secondary alcohols by enzyme-catalyzed transesterification in alkylcarboxylates as the solvent[J].Tetrahedron,1999,55:8555-8566.