虎杖苷十一碳烯酸酯的酶法合成与动力学研究

为建立绿色、高效、高选择性合成虎杖苷十一碳烯酸酯双前药的生物催化体系,本研究以棉状嗜热丝孢菌(Thiermomyces lanuginosus)脂肪酶(TLL)为催化剂,以反应介质、底物摩尔比、温度及反应时间等因素为变量,探究了 TLL催化虎杖苷十一碳烯酰化反应的特性.结果表明,TLL可在丙酮中实现对虎杖苷的高效转化,...

Enzymatic Synthesis and Kinetic of Undecenoyl-polydatin

To establish a green and efficient synthesis of the undecenoyl-polydatin double prodrug Thermomyces lanuginosus lipase(TLL)was used as the catalyst for the first time.Some crucial factors such as the optimal reaction medium,molar ratio of polydatin to vinyl undecenoate,reaction temperature and time were investigated to characterize the behavior of the catalytic procedure.The results revealed that the immobilized TLL showed the highest regioselectivity towards the 6″-OH(100%)in acetone and the dominant product was proved to be 6″-monoester.Under the optimal conditions,the reaction rate,substrate conversion and 6″-regioselectivity were 20.8 mmol·L^-1·h^-1,100%,and 100%,respectively.However,the kinetic characteristics of the TLL enzyme in different organic media were significantly different for the acylation of polydatin.The minimum K_m and the maximum V_max and V_max/K_m obtained in acetone were 24.7 mmol·L^-1,68.9 mmol·L^-1·h^-1,and 2.79 h^-1,respectively.It indicated that the enzyme exerted an extremely higher affinity for the substrate and catalytic efficiency in acetone as compared to other organic solvents,which was the suitable solvent for the enzymatic reaction.This study not only enriched the knowledge of nonaqueous fundamental enzymology,but also provide reference for changing traditional chemical synthesis processes using more green and efficient enzyme catalytic technology.