title: Lipase-catalyzed esterification of ferulic acid with lauryl alcohol in ionic liquids and antibacterial properties in vitro against three food-related bacteria.
abstract: Lauryl ferulate (LF) was synthesized through lipase-catalyzed esterification of ferulic acid (FA) with lauryl alcohol in a novel ionic liquid ([(EO)-3C-im][NTf2]), and its antibacterial activities was evaluated in vitro against three food-related bacteria. [(EO)-3C-im][NTf2] was first synthesized through incorporating alkyl ether moiety into the double imidazolium ring. [(EO)-3C-im][NTf2] containing hexane was found to be the most suitable for this reaction. The effects of various parameters were studied, and the maximum yield of LF (90.1%) was obtained in the optimum reaction conditions, in [(EO)-3C-im][NTf2]/hexane (VILs:Vhexane=1:1) system, 0.08mmol/mL of FA concentration, 50mg/mL Novozym 435, 60°C. LF exhibited a stronger antibacterial activity against Gram-negative (25 mm) than Gram-positive (21.5-23.2 mm) bacteria. The lowest MIC value was seen for E. coli (1.25mM), followed by L. Monocytogenes (2.5mM) and S.aureus (5mM). The MBCs for L. Monocytogenes, S.aureus and E. coli were 10, 20 and 5mM.
authors.affiliation: College of Food Science and Biotechnology, Zhejiang Provincial Key Laboratory of Food Safety, Zhejiang Gongshang University, Hangzhou 310018, China. Electronic address: yugangshi@zjgsu.edu.cn.
authors.forename: Yu-Gang
authors.initials: YG
authors.lastname: Shi
authors.affiliation: College of Food Science and Biotechnology, Zhejiang Provincial Key Laboratory of Food Safety, Zhejiang Gongshang University, Hangzhou 310018, China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Wu
authors.affiliation: College of Food Science and Biotechnology, Zhejiang Provincial Key Laboratory of Food Safety, Zhejiang Gongshang University, Hangzhou 310018, China.
authors.forename: Xu-Yang
authors.initials: XY
authors.lastname: Lu
authors.affiliation: Jiangsu Key Laboratory of Anaerobic Biotechnology, Jiangsu Cooperative Innovation Center of Technology and Material of Water Treatment, School of Environmental and Civil Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Yue-Ping
authors.initials: YP
authors.lastname: Ren
authors.affiliation: College of Food Science and Biotechnology, Zhejiang Provincial Key Laboratory of Food Safety, Zhejiang Gongshang University, Hangzhou 310018, China.
authors.forename: Qi
authors.initials: Q
authors.lastname: Wang
authors.affiliation: College of Food Science and Biotechnology, Zhejiang Provincial Key Laboratory of Food Safety, Zhejiang Gongshang University, Hangzhou 310018, China.
authors.forename: Chen-Min
authors.initials: CM
authors.lastname: Zhu
authors.affiliation: College of Food Science and Biotechnology, Zhejiang Provincial Key Laboratory of Food Safety, Zhejiang Gongshang University, Hangzhou 310018, China.
authors.forename: Di
authors.initials: D
authors.lastname: Yu
authors.affiliation: Jiyang College, Zhejiang Agriculture and Forestry University, Zhuji 311800, China.
authors.forename: He
authors.initials: H
authors.lastname: Wang
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D002384:Catalysis; D003373:Coumaric Acids / Q000737:chemistry*; D007851:Dodecanol / Q000737:chemistry*; D004800:Enzymes, Immobilized; D004926:Escherichia coli / Q000187:drug effects; D004951:Esterification; D005506:Food Contamination / Q000517:prevention & control*; D005516:Food Microbiology; D005656:Fungal Proteins; D052578:Ionic Liquids / Q000737:chemistry; D008049:Lipase / Q000737:chemistry*; D008089:Listeria monocytogenes / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D003373:Coumaric Acids; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D052578:Ionic Liquids; D007851:Dodecanol; C004999:ferulic acid; C093667:Novozyme 435; D008049:Lipase
keywords: Antimicrobial activity; Biocatalysis; Ferulic acid; Ionic liquids; Lauryl ferulate; Lipase