Abstract
Conjugated linoleic acid (CLA)-rich lysophosphatidylcholine (LPC) with many proven beneficial effects was successfully synthesized by an immobilized mutant lipase (MAS1-H108A)-catalyzed esterification of glycerophosphorylcholine (GPC) and CLA-rich FAs. Under the optimized conditions (temperature of 55 °C, substrate molar ratio of CLA-rich FAs to GPC of 40:1, and enzyme loading of 300 U/g), LPC content as high as 89.10 mol% was achieved, which was exceptionally higher than any ever-reported value. By monitoring the esterification process, it was found that sn1-LPC was easy to synthesize and was the predominant product, while sn2-LPC and phosphatidylcholine (PC) were difficult to synthesize and were with lower content in the final product. The formed sn2-LPC during esterification may mainly attribute to the acyl migration of sn1-LPC and the ratio of sn1-LPC to sn2-LPC finally plateaued at approximately 7. Besides, our results also demonstrated that sn2-LPC was the main template for the synthesis of PC. Finally, a complete reaction scheme for the synthesis of LPC by immobilized MAS1-H108A-catalyzed esterification of GPC and fatty acids was mapped out. Overall, the highest LPC content could be obtained by immobilized MAS1-H108A-catalyzed esterification and there is the first study for systematical studying the reaction process of CLA-rich LPC synthesis.
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