Enhancement of the Efficiency of the Low Temperature Method for Kinetic Resolution of Primary Alcohols by Optimizing the Organic Bridges in Porous Ceramic-Immobilized Lipase
作者:Takashi Sakai、Kyoko Hayashi、Fumika Yano、Mie Takami、Megumi Ino、Toshinobu Korenaga、Tadashi Ema
DOI:10.1246/bcsj.76.1441
日期:2003.7
For the enhancement of enantioselectivity and acceleration of the reaction rate in the lipase-catalyzed resolution of primary alcohols, the use of a very low reaction temperature (−30 °C) and an immobilized lipase on organic bridges-coated porous ceramic support was found to be highly effective. Furthermore, the structure of the organic bridges greatly influenced the temperature effect between ln E and 1/T as well as the reaction rate. Among the organic bridges examined in the resolution of (±)-2-hydroxymethyl-1,4-benzodioxane, the 6-(2-methylpropanoyloxy)hexylsilanetrioxyl bridge was the best choice for both the E value and the reaction rate at −30 °C.
为了提高脂肪酶催化一级醇拆解反应的立体选择性和加速反应速率,我们发现采用极低的反应温度(−30°C)和有机桥涂层多孔陶瓷载体上固载的脂肪酶非常有效。此外,有机桥的结构对ln E与1/T之间的温度效应以及反应速率有极大的影响。在研究(±)-2-羟甲基-1,4-苯并二噁烷拆解过程中,我们发现6-(2-甲基丙酰氧基)己基硅烷三氧化物桥是最适合在−30°C下同时获得高E值和高反应速率的理想选择。