通过酶促醇解制备2-花生四烯酸甘油酯：溶剂和水分活度对酰基迁移的影响

Preparation of 2-Arachidonoylglycerol by Enzymatic Alcoholysis: Effects of Solvent and Water Activity on Acyl Migration.

作者信息

Wang Xiaohan, Liu Keying, Wang Yifan, Huang Zhuoneng, Wang Xiaosan

机构信息

School of Food Science and Technology, Jiangnan University, Wuxi 214122, China.

National Engineering Research Center for Functional Food, Jiangnan University, Wuxi 214122, China.

出版信息

Foods. 2022 Oct 14;11(20):3213. doi: 10.3390/foods11203213.

Enzymatic alcoholysis was performed in an organic medium to synthesize 2-monoacylglycerol (2-MAG) rich in arachidonic acid. The results showed that solvent type and water activity () significantly affected the 2-MAG yield. Under the optimum conditions, 33.58% 2-MAG was produced in the crude product in -butanol system. Highly pure 2-MAG was obtained after two-stage extraction using 85% ethanol aqueous solution and hexane at first stage and dichloromethane and water at second stage. Isolated 2-MAG was used as substrate to investigate the effect of solvent type and on 2-MAG acyl migration in a lipase-inactivated system. The results indicated that non-polar solvents accelerated the acyl migration of 2-MAG, whereas isomerization was inhibited in polar solvent systems. The exhibited the strongest inhibition effect on 2-MAG isomerization at 0.97, but also affected the hydrolysis of glycerides and lipase selectivity.

在有机介质中进行酶促醇解反应以合成富含花生四烯酸的2-单酰甘油（2-MAG）。结果表明，溶剂类型和水分活度（）对2-MAG的产率有显著影响。在最佳条件下，在正丁醇体系中粗产物中2-MAG的产率为33.58%。经过两阶段萃取得到高纯度的2-MAG，第一阶段使用85%乙醇水溶液和己烷，第二阶段使用二氯甲烷和水。将分离得到的2-MAG用作底物，研究在脂肪酶失活体系中溶剂类型和对2-MAG酰基迁移的影响。结果表明，非极性溶剂加速了2-MAG的酰基迁移，而在极性溶剂体系中异构化受到抑制。在水分活度为0.97时对2-MAG异构化表现出最强的抑制作用，但也影响甘油酯的水解和脂肪酶的选择性。