Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil

The search for economic and sustainable sources of polyunsaturated fatty acids (PUFAs) within the framework of the circular economy is encouraged by their proven beneficial effects on health. The extraction of monkfish liver oil (MLO) for the synthesis of omega-3 ethyl esters was performed to evalua...

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Main Authors: Johanna Aguilera-Oviedo, Edinson Yara-Varón, Mercè Torres, Ramon Canela-Garayoa, Mercè Balcells
Format: Article
Language:English
Published: MDPI AG 2021-01-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/11/1/100
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author Johanna Aguilera-Oviedo
Edinson Yara-Varón
Mercè Torres
Ramon Canela-Garayoa
Mercè Balcells
author_facet Johanna Aguilera-Oviedo
Edinson Yara-Varón
Mercè Torres
Ramon Canela-Garayoa
Mercè Balcells
author_sort Johanna Aguilera-Oviedo
collection DOAJ
description The search for economic and sustainable sources of polyunsaturated fatty acids (PUFAs) within the framework of the circular economy is encouraged by their proven beneficial effects on health. The extraction of monkfish liver oil (MLO) for the synthesis of omega-3 ethyl esters was performed to evaluate two blending systems and four green solvents in this work. Moreover, the potential solubility of the MLO in green solvents was studied using the predictive simulation software COnductor-like Screening MOdel for Realistic Solvents (COSMO-RS). The production of ethyl esters was performed by one or two-step reactions. Novozym 435, two resting cells (<i>Aspergillus flavus</i> and <i>Rhizopus oryzae</i>) obtained in our laboratory and a mix of them were used as biocatalysts in a solvent-free system. The yields for Novozym 435, <i>R. oryzae</i> and <i>A. flavus</i> in the one-step esterification were 63, 61 and 46%, respectively. The hydrolysis step in the two-step reaction led to 83, 88 and 93% of free fatty acids (FFA) for Novozym 435, <i>R. oryzae</i> and <i>A. flavus</i>, respectively. However, Novozym 435 showed the highest yield in the esterification step (85%), followed by <i>R. oryzae</i> (65%) and <i>A. flavus</i> (41%). Moreover, selectivity of polyunsaturated fatty acids of <i>R. oryzae</i> lipase was evidenced as it slightly esterified docosahexaenoic acid (DHA) in all the esterification reactions tested.
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spelling doaj.art-d5fd675102884c4989f56509aa496a5b2023-12-03T13:01:25ZengMDPI AGCatalysts2073-43442021-01-0111110010.3390/catal11010100Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver OilJohanna Aguilera-Oviedo0Edinson Yara-Varón1Mercè Torres2Ramon Canela-Garayoa3Mercè Balcells4Department of Chemistry, University of Lleida, Avda. Alcalde Rovira Roure 191, 25198 Lleida, SpainDepartment of Chemistry, University of Lleida, Avda. Alcalde Rovira Roure 191, 25198 Lleida, SpainCentre for Biotechnological and Agrofood Developments (Centre DBA), University of Lleida, Avda. Alcalde Rovira Roure 191, 25198 Lleida, SpainDepartment of Chemistry, University of Lleida, Avda. Alcalde Rovira Roure 191, 25198 Lleida, SpainDepartment of Chemistry, University of Lleida, Avda. Alcalde Rovira Roure 191, 25198 Lleida, SpainThe search for economic and sustainable sources of polyunsaturated fatty acids (PUFAs) within the framework of the circular economy is encouraged by their proven beneficial effects on health. The extraction of monkfish liver oil (MLO) for the synthesis of omega-3 ethyl esters was performed to evaluate two blending systems and four green solvents in this work. Moreover, the potential solubility of the MLO in green solvents was studied using the predictive simulation software COnductor-like Screening MOdel for Realistic Solvents (COSMO-RS). The production of ethyl esters was performed by one or two-step reactions. Novozym 435, two resting cells (<i>Aspergillus flavus</i> and <i>Rhizopus oryzae</i>) obtained in our laboratory and a mix of them were used as biocatalysts in a solvent-free system. The yields for Novozym 435, <i>R. oryzae</i> and <i>A. flavus</i> in the one-step esterification were 63, 61 and 46%, respectively. The hydrolysis step in the two-step reaction led to 83, 88 and 93% of free fatty acids (FFA) for Novozym 435, <i>R. oryzae</i> and <i>A. flavus</i>, respectively. However, Novozym 435 showed the highest yield in the esterification step (85%), followed by <i>R. oryzae</i> (65%) and <i>A. flavus</i> (41%). Moreover, selectivity of polyunsaturated fatty acids of <i>R. oryzae</i> lipase was evidenced as it slightly esterified docosahexaenoic acid (DHA) in all the esterification reactions tested.https://www.mdpi.com/2073-4344/11/1/100omega-3 ethyl estersmonkfish liver oilCOSMO-RSfungal resting cellsselectivity
spellingShingle Johanna Aguilera-Oviedo
Edinson Yara-Varón
Mercè Torres
Ramon Canela-Garayoa
Mercè Balcells
Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil
Catalysts
omega-3 ethyl esters
monkfish liver oil
COSMO-RS
fungal resting cells
selectivity
title Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil
title_full Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil
title_fullStr Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil
title_full_unstemmed Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil
title_short Sustainable Synthesis of Omega-3 Fatty Acid Ethyl Esters from Monkfish Liver Oil
title_sort sustainable synthesis of omega 3 fatty acid ethyl esters from monkfish liver oil
topic omega-3 ethyl esters
monkfish liver oil
COSMO-RS
fungal resting cells
selectivity
url https://www.mdpi.com/2073-4344/11/1/100
work_keys_str_mv AT johannaaguileraoviedo sustainablesynthesisofomega3fattyacidethylestersfrommonkfishliveroil
AT edinsonyaravaron sustainablesynthesisofomega3fattyacidethylestersfrommonkfishliveroil
AT mercetorres sustainablesynthesisofomega3fattyacidethylestersfrommonkfishliveroil
AT ramoncanelagarayoa sustainablesynthesisofomega3fattyacidethylestersfrommonkfishliveroil
AT mercebalcells sustainablesynthesisofomega3fattyacidethylestersfrommonkfishliveroil