title: A computational search for lipases that can preferentially hydrolyze long-chain omega-3 fatty acids from fish oil triacylglycerols.
abstract: Consumption of long-chain omega-3 fatty acids is known to decrease the risk of major cardiovascular events. Lipases, a class of triacylglycerol hydrolases, have been extensively tested to concentrate omega-3 fatty acids from fish oils, under mild enzymatic conditions. However, no lipases with preference for omega-3 fatty acids selectivity have yet been discovered or developed. In this study we performed an exhaustive computational study of substrate-lipase interactions by docking, both covalent and non-covalent, for 38 lipases with a large number of structured triacylglycerols containing omega-3 fatty acids. We identified some lipases that have potential to preferentially hydrolyze omega-3 fatty acids from structured triacylglycerols. However omega-3 fatty acid preferences were found to be modest. Our study provides an explanation for absence of reports of lipases with omega-3 fatty acid hydrolyzing ability and suggests methods for developing these selective lipases.
authors.affiliation: Centre for Cellular and Molecular Biology, Council of Scientific and Industrial Research, Uppal Road, Hyderabad 500007, India. Electronic address: zahid@ccmb.res.in.
authors.forename: Md Zahid
authors.initials: MZ
authors.lastname: Kamal
authors.affiliation: Centre for Chemistry and Biotechnology, Deakin University, 75 Pigdons Road, Waurn Ponds, Victoria 3216, Australia.
authors.forename: Colin J
authors.initials: CJ
authors.lastname: Barrow
authors.affiliation: Centre for Cellular and Molecular Biology, Council of Scientific and Industrial Research, Uppal Road, Hyderabad 500007, India. Electronic address: madhu@ccmb.res.in.
authors.forename: Nalam Madhusudhana
authors.initials: NM
authors.lastname: Rao
mesh_terms: D020134:Catalytic Domain; D004281:Docosahexaenoic Acids / Q000737:chemistry; D015118:Eicosapentaenoic Acid / Q000737:chemistry; D005227:Fatty Acids / Q000737:chemistry; D015525:Fatty Acids, Omega-3 / Q000737:chemistry*; D005395:Fish Oils / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry* / Q000378:metabolism; D056004:Molecular Dynamics Simulation; D014280:Triglycerides / Q000737:chemistry* / Q000378:metabolism
chemical_list: D005227:Fatty Acids; D015525:Fatty Acids, Omega-3; D005395:Fish Oils; D014280:Triglycerides; D004281:Docosahexaenoic Acids; D015118:Eicosapentaenoic Acid; D008049:Lipase
keywords: Covalent docking; DHA; EPA; Lipase; Omega-3 fatty acids