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Enzymatic synthesis and characterization of novel feruloylated lipids in selected organic media
Affiliation:1. College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, 2999 North Renmin Road, Shanghai 201620, PR China;2. Institute for Health Research and Policy, London Metropolitan University, London, UK;3. Kimberly-Clark (China) Co., Ltd., Shanghai 200001, PR China;1. Department of Biochemistry, Faculty of Science, Bahauddin Zakariya University, Multan, Pakistan;2. Department of Pharmacology, Faculty of Pharmacy, Bahauddin Zakariya University, Multan, Pakistan;1. MOE Key Laboratory of Protein Sciences, Laboratory of Molecular Pharmacology and Pharmaceutical Sciences, School of Life Sciences, Tsinghua University, Beijing 100084, China;2. Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing 100084, China;3. School of Pharmaceutical Sciences, Beijing University, Beijing 100069, China;1. School of Chemistry and Chemical Engineering, Xuchang University, Xuchang, China;2. School of Information Engineering, Xuchang University, Xuchang, China;3. Food and Bioengineering College, Xuchang University, Xuchang, China;1. State Key Laboratory of Natural and Biomimetic Drugs (Peking University), Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, Peking University, Beijing 100191, PR China;2. College of Medical Science, China Three Gorges University, Yichang 443002, PR China;3. School of Life Science and Engineering, Lanzhou University of Technology, 730050, Lanzhou, PR China
Abstract:A facile enzymatic synthesis approach to prepare novel feruloylated lipids through the lipase-catalyzed transesterification reaction of ethyl ferulate (EF) with tributyrin (TB) in toluene was investigated. The nuclear magnetic resonance (NMR) and electrospray ionization-mass spectroscopy (ESI-MS) analysis confirmed the formation of two major products, 1(3)-feruloyl-monobutyryl-glycerol (FMB) and 1(3)-feruloyl-dibutyryl-glycerol (FDB). The influences of different enzyme source, organic solvent, molar ratio, reaction temperature, agitation speed and water activity on the total conversion of reaction, distribution of FMB and FDB and selectivity of these two novel derivatives of FA were analyzed systematically. Under the optimal conditions, the highest conversion of feruloylated lipids achieved was 73.6%, which was composed of FMB 58.3% and FDB 13.1%, respectively. The enzyme can be reused for 14 runs without evident loss in activity and stability.
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