Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology

BACKGROUND: Developing an efficient lipophilization reaction system for phenolic derivatives could enhance their applications in food processing. Low solubility of phenolic acids reduces the efficiency of phenolic derivatives in most benign enzyme solvents. The conversion of phenolic acids through e...

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Autores principales: Gholivand, Somayeh, Lasekan, Ola, Tan, Chin Ping, Abas, Faridah, Wei, Leong Sze
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5446354/
https://www.ncbi.nlm.nih.gov/pubmed/29086827
http://dx.doi.org/10.1186/s13065-017-0276-2
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author Gholivand, Somayeh
Lasekan, Ola
Tan, Chin Ping
Abas, Faridah
Wei, Leong Sze
author_facet Gholivand, Somayeh
Lasekan, Ola
Tan, Chin Ping
Abas, Faridah
Wei, Leong Sze
author_sort Gholivand, Somayeh
collection PubMed
description BACKGROUND: Developing an efficient lipophilization reaction system for phenolic derivatives could enhance their applications in food processing. Low solubility of phenolic acids reduces the efficiency of phenolic derivatives in most benign enzyme solvents. The conversion of phenolic acids through esterification alters their solubility and enhances their use as food antioxidant additives as well as their application in cosmetics. RESULTS: This study has shown that lipase-catalyzed esterification of dihydrocaffeic acid with hexanol in ionic liquid (1-butyl-3-methylimidazoliumbis (trifluoromethylsulfonyl) imide) was the best approach for esterification reaction. In order to achieve the maximum yield, the process was optimized by response surface methodology (RSM) based on a five-level and four independent variables such as: dosage of enzyme; hexanol/dihydrocaffeic acid mole ratio; temperature and reaction time. The optimum esterification condition (Y = 84.4%) was predicted to be obtained at temperature of 39.4 °C, time of 77.5 h dosage of enzyme at 41.6% and hexanol/dihydrocaffeic acid mole ratio of 2.1. CONCLUSION: Finally, this study has produced an efficient enzymatic esterification method for the preparation of hexyl dihydrocaffeate in vitro using a lipase in an ionic liquid system. Concentration of hexanol was the most significant (p < 0.05) independent variable that influenced the yield of hexyl dihydrocaffeate. [Figure: see text]
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spelling pubmed-54463542017-06-13 Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology Gholivand, Somayeh Lasekan, Ola Tan, Chin Ping Abas, Faridah Wei, Leong Sze Chem Cent J Research Article BACKGROUND: Developing an efficient lipophilization reaction system for phenolic derivatives could enhance their applications in food processing. Low solubility of phenolic acids reduces the efficiency of phenolic derivatives in most benign enzyme solvents. The conversion of phenolic acids through esterification alters their solubility and enhances their use as food antioxidant additives as well as their application in cosmetics. RESULTS: This study has shown that lipase-catalyzed esterification of dihydrocaffeic acid with hexanol in ionic liquid (1-butyl-3-methylimidazoliumbis (trifluoromethylsulfonyl) imide) was the best approach for esterification reaction. In order to achieve the maximum yield, the process was optimized by response surface methodology (RSM) based on a five-level and four independent variables such as: dosage of enzyme; hexanol/dihydrocaffeic acid mole ratio; temperature and reaction time. The optimum esterification condition (Y = 84.4%) was predicted to be obtained at temperature of 39.4 °C, time of 77.5 h dosage of enzyme at 41.6% and hexanol/dihydrocaffeic acid mole ratio of 2.1. CONCLUSION: Finally, this study has produced an efficient enzymatic esterification method for the preparation of hexyl dihydrocaffeate in vitro using a lipase in an ionic liquid system. Concentration of hexanol was the most significant (p < 0.05) independent variable that influenced the yield of hexyl dihydrocaffeate. [Figure: see text] Springer International Publishing 2017-05-26 /pmc/articles/PMC5446354/ /pubmed/29086827 http://dx.doi.org/10.1186/s13065-017-0276-2 Text en © The Author(s) 2017 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Gholivand, Somayeh
Lasekan, Ola
Tan, Chin Ping
Abas, Faridah
Wei, Leong Sze
Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
title Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
title_full Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
title_fullStr Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
title_full_unstemmed Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
title_short Optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
title_sort optimization of enzymatic esterification of dihydrocaffeic acid with hexanol in ionic liquid using response surface methodology
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5446354/
https://www.ncbi.nlm.nih.gov/pubmed/29086827
http://dx.doi.org/10.1186/s13065-017-0276-2
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