International Journal of Biological Macromolecules, Volume 123, Pages 261-268 , 15/02/2019

Lipase-catalyzed selective enrichment of omega-3 polyunsaturated fatty acids in acylglycerols of cod liver and linseed oils: Modeling the binding affinity of lipases and fatty acids

Ying Chen, Ling Zhi Cheong, Jiahe Zhao, Worawan Panpipat, Zhipan Wang, Ye Li, Chenyang Lu, Jun Zhou, Xiurong Su

Abstract

Present study employed molecular modeling method to elucidate the binding affinity of lipases with fatty acids of different chain lengths; and investigated the effects of lipases positional and fatty acids specificity on omega-3 polyunsaturated fatty acids (ω-3 PUFAs) enrichment in cod liver and linseed oils. Among the lipases studied, molecular modeling showed the active sites of Candida rugosa lipase (CRL) had a low C-Docker interactive energy for saturated (SFA) and monounsaturated (MUFA) fatty acids which predicted CRL to have highest preferences to selectively hydrolyze resulting in efficient enrichment of ω-3 PUFAs. Verification experiments showed the SFA and MUFA in the acylglycerol fraction includes monoacylglcyerols (MAG), diacyglycerols (DAG), and triacylglycerols (TAG) of CRL-hydrolyzed cod liver oil decreased from the initial 25.21 to 16.88% and 45.25 to 32.17%, respectively. In addition, CRL-hydrolyzed cod liver oil demonstrated 88.36% of ω-3 PUFAs enrichment. The regio-distribution of fatty acids in CRL-hydrolyzed cod liver oil were not significantly different than that of cod liver oil indicating the ω-3 PUFAs enrichment was due to fatty acids selectivity and not positional selectivity of CRL.

Document Type

Article

Source Type

Journal

Keywords

LipaseMolecular dockingOmega-3 polyunsaturated fatty acidRegioselectivitySelective hydrolysis

ASJC Subject Area

Agricultural and Biological Sciences : Food ScienceBiochemistry, Genetics and Molecular Biology : BiochemistryBiochemistry, Genetics and Molecular Biology : Molecular BiologyBiochemistry, Genetics and Molecular Biology : Structural BiologyMaterials Science : Biomaterials

Funding Agency

National Natural Science Foundation of China


Bibliography


Chen, Y., Cheong, L., Zhao, J., Panpipat, W., Wang, Z., Li, Y., Lu, C., ... Su, X. (2019). Lipase-catalyzed selective enrichment of omega-3 polyunsaturated fatty acids in acylglycerols of cod liver and linseed oils: Modeling the binding affinity of lipases and fatty acids. International Journal of Biological Macromolecules, 123261-268. doi:10.1016/j.ijbiomac.2018.11.049

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