新型温控离子液体绿色介质生物催化合成乙酸辛酯香料  

Novel temperature-controlled ionic liquid as medium for biosynthesis of octyl acetate perfume

作　　者：陆杨 李在均 蔡燕 单海霞 党渭铭 

机构地区：[1]江南大学化学与材料工程学院,江苏无锡214122 [2]无锡信达胶脂材料有限公司,江苏无锡214142

出　　处：《化学试剂》2010年第9期793-798,共6页Chemical Reagents

基　　金：江苏省科技支撑计划(BE2009370);国家高技术计划"863"资助项目(2007AA-10Z428);浙江省自然科学基金资助项目(Y4080404);江苏省"青蓝工程"资助项目

摘　　要：设计合成3种新型1,3-二戊基咪唑六氟磷酸盐同分异构离子液体。以褶皱念珠菌脂肪酶Canadidarugosalipase酶催化合成乙酸辛酯为模型反应,分别考察介质对酶行为的影响。结果发现,酶在离子液体中的活性及反应性明显高于有机溶剂正己烷。基于[D(2-mb)Im][PF6]离子液体的温控特点,设计一种高温反应和低温分离相结合的乙酸辛酯合成路线。通过研究各种因素对1-辛醇转化率的影响,获得合成乙酸辛酯的最佳反应条件。在此最佳条件下,1-辛醇的转化率达99.3%,酶在[D(2-mb)Im][PF6]中的稳定性是正己烷中的8.3倍。此外,圆二色谱和内源荧光光谱被应用于不同介质中脂肪酶结构变化,结果表明酶在[D(2-mb)Im][PF6]中有较大的氨基酸残基裸露程度和良好的二级结构稳定性。Three new 1,3-dipentylimidazolium hexafluorophosphate ionic liquid isomers were designed and synthesized in the laboratory.In this work,synthesis of octyl acetate catalyzed by Canadida rugosa lipase was selected as the model reaction to investigate the effect of different media on the lipase performance.It was found that the activity and reactivity of the lipase in these ionic liquids studied were obviously higher than those in the organic solvent —hexane.Based on the temperature-controlled characteristics of [D（2-mb）Im][PF6],a novel synthesis scheme was developed for preparation of octyl acetate catalyzed by lipase,in which the reaction and the separation of the product from the system were carried out at a relatively high and low temperature,respectively.By investigating the influence of various factors on the conversion of 1-octanol,the optimal conditions for synthesis of octyl acetate was obtained.Under the optimal conditions,the conversion of 1-octanol reached up to 99.3%.Also,the stability of the lipase in the [D（2-mb）Im][PF6] medium were equal to 8.3 times that in hexane.Moreover,circular dichroism spectroscopy and autofluorescence spectrometry were also applied to research on molecular structure changes of the lipase in different solvents.The results exhibited that the lipase in the ionic liquid had excellent secondary structure stability and slightly big exposure level of amino-acid residue in the lipase.

关 键 词：1 3-二(2-甲基丁基)咪唑六氟磷酸盐 温控离子液体 脂肪酶 乙酸辛酯 合成 

分 类 号：Q503[生物学—生物化学]