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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Notes
In the acronyms HPOME, HOME, or DiHOME, M stands for monoenoic (acid).
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Acknowledgments
This work was supported by the Ministerio de Economía y Competitividad (CICYT, project CTQ2010-21183-C02-01), Spain, and by the IV Pla de Recerca de Catalunya (Generalitat de Catalunya) grant 2009SGR819. I. Martin-Arjol is a grateful recipient of an APIF fellowship from the University of Barcelona. We also thank Novozymes for kindly providing the lipase sample, Dra. I. Fernández and Dra N. Ferrer-Felis from the Centres Científics i Tecnològics (CCiT) of the University of Barcelona who performed the spectrometric analysis of the samples, and Karl E. Vermilion who performed the NMR experiments in the National Center for Agricultural Utililization Research, USDA, Peoria IL, USA.
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Martin-Arjol, I., Busquets, M., Isbell, T.A. et al. 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. Appl Microbiol Biotechnol 97, 8041–8048 (2013). https://doi.org/10.1007/s00253-013-5059-7
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DOI: https://doi.org/10.1007/s00253-013-5059-7