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Molecules 2016, 21(4), 478; doi:10.3390/molecules21040478

Highly Efficient Synthesis of an Emerging Lipophilic Antioxidant: 2-Ethylhexyl Ferulate

1
Department of BioIndustry Technology, Da-Yeh University, 168 University Road, Dacun, Changhua 51591, Taiwan
2
Biotechnology Center, National Chung Hsing University, 250 Kuokuang Road, Taichung 40227, Taiwan
3
Department of Seafood Science, National Kaohsiung Marine University, 142 Haijhuan Road, Nanzih District, Kaohsiung 81157, Taiwan
*
Author to whom correspondence should be addressed.
Academic Editors: Jean-Marc Sabatier and Derek J. McPhee
Received: 7 March 2016 / Revised: 31 March 2016 / Accepted: 7 April 2016 / Published: 12 April 2016
(This article belongs to the Section Green Chemistry)
View Full-Text   |   Download PDF [2228 KB, uploaded 12 April 2016]   |  

Abstract

Ferulic acid in ester form has shown a stronger ability in ameliorating certain pathological conditions and inhibiting lipid oxidation. In present study, a solvent-free and reduced pressure evaporation system was developed for lipase-catalyzed synthesis of 2-ethylhexyl ferulate (2-EF) from ferulic acid and 2-ethylhexanol. A Box-Behnken design with response surface methodology (RSM) and artificial neural network (ANN) was selected to model and optimize the process. Based on the yields of 2-EF, reaction temperature was shown to be the most important process factor on the molar conversion among all variables. The residual values and the coefficient of determination (R2) calculated from the design data indicated that ANN was better than RSM in data fitting. Overall, the present lipase-catalyzed approach for 2-EF synthesis at low reaction temperature in a reduced pressure evaporation system shows high 2-EF production efficiency. Notably, this approach can reduce the enzyme denaturation and ferulic acid oxidation that usually occur during long-term biosynthetic operations at high temperature. View Full-Text
Keywords: 2-ethylhexyl ferulate; lipase; reduced pressure evaporation system; response surface methodology; artificial neural network 2-ethylhexyl ferulate; lipase; reduced pressure evaporation system; response surface methodology; artificial neural network
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Huang, K.-C.; Li, Y.; Kuo, C.-H.; Twu, Y.-K.; Shieh, C.-J. Highly Efficient Synthesis of an Emerging Lipophilic Antioxidant: 2-Ethylhexyl Ferulate. Molecules 2016, 21, 478.

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