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Synthesis of CLA-rich lysophosphatidylcholine by immobilized MAS1-H108A-catalyzed esterification: effects of the parameters and monitoring of the reaction process


Citation

Li, Daoming and Wang, Weifei and Zhang, Li and Liu, Nan and Faiza, Muniba and Tan, Chin Ping and Yang, Bo and Lan, Dongming and Wang, Yonghua (2018) Synthesis of CLA-rich lysophosphatidylcholine by immobilized MAS1-H108A-catalyzed esterification: effects of the parameters and monitoring of the reaction process. European Journal of Lipid Science and Technology, 120 (6). art. no. 1700529. pp. 1-7. ISSN 1438-7697; ESSN: 1438-9312

Abstract

Conjugated linoleic acid (CLA)‐rich lysophosphatidylcholine (LPC) with many proven beneficial effects is 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−1), LPC content as high as 89.10 mol.% is achieved, which is exceptionally higher than any ever‐reported value. By monitoring the esterification process, it is found that sn1‐LPC is easy to synthesize and is the predominant product, while sn2‐LPC and phosphatidylcholine (PC) are difficult to synthesize and are 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 plateaus at approximately 7. Besides, our results also demonstrate that sn2‐LPC is 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 is mapped out. Overall, the highest LPC content can 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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Additional Metadata

Item Type: Article
Divisions: Faculty of Food Science and Technology
DOI Number: https://doi.org/10.1002/ejlt.201700529
Publisher: Wiley
Keywords: Conjugated linoleic acids; Lysophosphatidylcholine; Glycerophosphorylcholine; Phosphatidylcholine; Reaction processes
Depositing User: Nida Hidayati Ghazali
Date Deposited: 26 Apr 2020 21:45
Last Modified: 26 Apr 2020 21:45
Altmetrics: https://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1002/ejlt.201700529
URI: http://psasir.upm.edu.my/id/eprint/74062
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