水相中脂肪酶Lipase lipoprotein催化的Aldol缩合反应  

Aldol Condensation Catalyzed by Lipase Lipoprotein in Aqueous Phase

作　　者：丁雁[1] 黄和[1,2] 吴素文[1] 李霜[1,2] 胡燚[1,2] 

机构地区：[1]南京工业大学生物与制药工程学院,江苏南京210009 [2]材料化学工程国家重点实验室南京工业大学,江苏南京210009

出　　处：《高校化学工程学报》2016年第1期121-126,共6页Journal of Chemical Engineering of Chinese Universities

基　　金：国家高技术研究发展计划(863)(2011AA02A209);杰出青年科学基金(21225626);国家重点基础研究发展计划(973)(2011CB710800)资助项目

摘　　要：Aldol缩合是有机化学中最重要的C-C键形成反应之一,在化工、医药领域有着重要的应用。实验结果表明水相中Lipase lipoprotein脂肪酶（LPL）与咪唑添加剂能够协同催化芳香醛与酮的Aldol缩合反应,考察了添加剂种类及用量、水含量、温度、时间等因素对反应的影响。在优化的反应条件下,即在反应体系中添加水30%（v/v）,咪唑60%（mol）,酶0.2 g,35℃反应48 h,对于有吸电子取代基的芳香醛底物,能与脂肪酮、环酮、杂环酮等不同结构的酮以51.8%-92.5%的收率发生Aldol缩合反应。相比文献报道方法,具有环境友好、底物适用范围广、产率高、反应时间短等优点。Aldol condensation is one of the most important carbon-carbon bond-forming reactions in organic synthesis, which is widely used in the preparation of chemicals and pharmaceuticals. The experiment results in this study demonstrate that lipase lipoprotein（LPL） and imidazole can efficiently co-catalyze the Aldol reaction of aromatic aldehyde and ketones in aqueous phase. The influence of different additives, additive loading, water content, temperature, reaction time on the enzymatic reaction was investigated. The optimum conditions were found as 30%（v/v） water content, 60%（mol） imidazole, lipase 0.2 g, reaction temperature 35℃ for 48 h. Aromatic aldehydes with electron-withdrawing substituents can react with aliphatic ketones, cyclic ketones and heterocyclic ketones with good to excellent yields（51.8%-92.5%）. Compared with previously reported methods, this new procedure offers advantages including environmental friendliness, wider substrate scope, higher yields and shorter reaction time.

关 键 词：脂肪酶 咪唑 Aldol缩合 水相 

分 类 号：O621.3[理学—有机化学]