非天然磷脂化合物磷脂酰基γ-羟基丁酸的合成

Synthesis of a novel and non-natural phospholipid: phosphatidylbutyric acid

首次利用生物酶催化法对非天然磷脂化合物磷脂酰基γ-羟基丁酸(phosphatidylbutyricacid,PB)的合成工艺进行了系统的探究。采用磷脂酶D(phospholipaseD,PLD)在有机溶媒-水两相体系中催化磷脂酰胆碱(phosphatidylcholine,PC)和γ-羟基丁酸钠(sodiumγ-hydroxybutyrate)发生磷脂酰基转移反应合成PB。实验结果表明,有机溶媒、底物摩尔比、反应温度、水相pH都对磷脂酰基γ-羟基丁酸的制备有一定的影响。确定最佳工艺为:以氯仿为有机溶媒,底物摩尔比(γ-羟基丁酸钠/PC)为90∶1,反应温度为30℃,水相pH为5.5,反应时间为6h,在此工艺条件下的磷脂酰基γ-羟基丁酸的产率为73.51%。

The non-natural phosphatidylbutyric acid(PB)was synthesized for the first time using the enzyme-catalyzed method.It was synthesized by phospholipase D(PLD)-catalyzed transphosphatidylation of phosphatidylcholine(PC)with sodiumγ-hydroxybutyrate in the liquid-liquid system.The operational conditions of transphosphatidylation were investigated systematically,including organic solvents,molar ratios of sodiumγ-hydroxybutyrate to PC,temperature,pH,and the reaction time.The optimal reaction conditions were that:the best candidate of organic solvent was trichloromethane,the molar ratio of Sodiumγ-Hydroxybutyrate to PC was 90∶1,the reaction temperature was 30℃,pH was 5.5,and the reaction time was 6h.Under those optimal conditions,the highest yield of PB was 73.15%.