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Production of 10(S)-hydroxy-8(E)-octadecenoic and 7,10(S,S)-hydroxy-8(E)-octadecenoic ethyl esters by Novozym 435 in solvent-free media
Authors:Ignacio Martin-Arjol  Montse Busquets  Terry A. Isbell  Angels Manresa
Affiliation:3. Departament de Microbiologia i Parasitologia Sanitàries, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028, Barcelona, Spain
1. Departament de Bioquímica i Biologia Molecular, Facultat de Biologia, Universitat de Barcelona, Av Diagonal 643, 08028, Barcelona, Spain
2. Bio-Oils Research, National Center for Agricultural Utililization Research, Agricultural Research Service, USDA, 1815 North University Street, Peoria, IL, USA
Abstract:Novozym 435, lipase B from Candida antarctica, was used in this study for the production of ethyl esters. For the first time, trans-hydroxy-fatty acid ethyl esters were synthesized in vitro in solvent-free media. We studied the effects of the substrate–ethanol molar ratio and enzyme synthetic stability of the biocatalyst. To determine the structure of the formed compounds, Fourier transformed infrared spectroscopy, nuclear magnetic resonance, and matrix-assisted laser desorption/ionization–time-of-flight mass spectrometry were used, three less time-consuming structural techniques. trans-Hydroxy-fatty acid ethyl esters were synthesized with a reaction yield of 90 % or higher with optimal reaction conditions.
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