Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions

The bioavailability of n-3 long-chain polyunsaturated fatty acids (n-3 LCPUFAs) has shown to be greatly influenced by their location in the triacylglycerol backbone. Therefore, the synthesis of structured acylglycerols (SAcyl), which include eicosapentaenoic acids (EPAs) or docosahexaenoic acids (DH...

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Published in:Processes
Main Authors: Gretel Dovale-Rosabal, Alejandra Espinosa, Alicia Rodríguez, Andrés Barriga, Alan Palomino-Calderón, Santiago P. Aubourg
Format: Text
Language:English
Published: Multidisciplinary Digital Publishing Institute 2023
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Online Access:https://doi.org/10.3390/pr11020537
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spelling ftmdpi:oai:mdpi.com:/2227-9717/11/2/537/ 2023-08-20T04:00:21+02:00 Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions Gretel Dovale-Rosabal Alejandra Espinosa Alicia Rodríguez Andrés Barriga Alan Palomino-Calderón Santiago P. Aubourg agris 2023-02-10 application/pdf https://doi.org/10.3390/pr11020537 EN eng Multidisciplinary Digital Publishing Institute Separation Processes https://dx.doi.org/10.3390/pr11020537 https://creativecommons.org/licenses/by/4.0/ Processes; Volume 11; Issue 2; Pages: 537 n -3 LCPUFA EPA/DHA sn -2 position salmon oil immobilized lipase B Candida antarctica CO 2 supercritical structured acylglycerols mass spectrometry Text 2023 ftmdpi https://doi.org/10.3390/pr11020537 2023-08-01T08:44:38Z The bioavailability of n-3 long-chain polyunsaturated fatty acids (n-3 LCPUFAs) has shown to be greatly influenced by their location in the triacylglycerol backbone. Therefore, the synthesis of structured acylglycerols (SAcyl), which include eicosapentaenoic acids (EPAs) or docosahexaenoic acids (DHAs) at the sn-2 position, has attracted a great interest. The objective of this study was to optimize the synthesis process of a SAcyl from commercial refined salmon oil and an EPA/DHA concentrate in order to enhance the positioning of EPA and DHA in the sn-2 location of the glycerol moiety. For this purpose, immobilized lipase B from Candida antarctica (nonspecific) was used for the acidolysis process under the CO2 supercritical condition. As a result of carrying out a Draper-Lin composite design through the response surface methodology of 18 experiments, an optimized extraction including SAcyl compounds was obtained. Mass spectrometry (MALDI-TOF) analysis was employed to identify the EPA/DHA location at the sn-2 position in the resulting glycerol moiety. In the fraction obtained, an increase in the EPA and DHA content at the sn-2 position was detected. Remarkably, the optimized SAcyl obtained after 6 h, 82 bar, and 60 °C led to the highest EPA/DHA yield at the sn-2 position in the resulting molecule. Text Antarc* Antarctica MDPI Open Access Publishing Draper ENVELOPE(-111.252,-111.252,56.667,56.667) Processes 11 2 537
institution Open Polar
collection MDPI Open Access Publishing
op_collection_id ftmdpi
language English
topic n -3 LCPUFA
EPA/DHA
sn -2 position
salmon oil
immobilized lipase B
Candida antarctica
CO 2 supercritical
structured acylglycerols
mass spectrometry
spellingShingle n -3 LCPUFA
EPA/DHA
sn -2 position
salmon oil
immobilized lipase B
Candida antarctica
CO 2 supercritical
structured acylglycerols
mass spectrometry
Gretel Dovale-Rosabal
Alejandra Espinosa
Alicia Rodríguez
Andrés Barriga
Alan Palomino-Calderón
Santiago P. Aubourg
Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions
topic_facet n -3 LCPUFA
EPA/DHA
sn -2 position
salmon oil
immobilized lipase B
Candida antarctica
CO 2 supercritical
structured acylglycerols
mass spectrometry
description The bioavailability of n-3 long-chain polyunsaturated fatty acids (n-3 LCPUFAs) has shown to be greatly influenced by their location in the triacylglycerol backbone. Therefore, the synthesis of structured acylglycerols (SAcyl), which include eicosapentaenoic acids (EPAs) or docosahexaenoic acids (DHAs) at the sn-2 position, has attracted a great interest. The objective of this study was to optimize the synthesis process of a SAcyl from commercial refined salmon oil and an EPA/DHA concentrate in order to enhance the positioning of EPA and DHA in the sn-2 location of the glycerol moiety. For this purpose, immobilized lipase B from Candida antarctica (nonspecific) was used for the acidolysis process under the CO2 supercritical condition. As a result of carrying out a Draper-Lin composite design through the response surface methodology of 18 experiments, an optimized extraction including SAcyl compounds was obtained. Mass spectrometry (MALDI-TOF) analysis was employed to identify the EPA/DHA location at the sn-2 position in the resulting glycerol moiety. In the fraction obtained, an increase in the EPA and DHA content at the sn-2 position was detected. Remarkably, the optimized SAcyl obtained after 6 h, 82 bar, and 60 °C led to the highest EPA/DHA yield at the sn-2 position in the resulting molecule.
format Text
author Gretel Dovale-Rosabal
Alejandra Espinosa
Alicia Rodríguez
Andrés Barriga
Alan Palomino-Calderón
Santiago P. Aubourg
author_facet Gretel Dovale-Rosabal
Alejandra Espinosa
Alicia Rodríguez
Andrés Barriga
Alan Palomino-Calderón
Santiago P. Aubourg
author_sort Gretel Dovale-Rosabal
title Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions
title_short Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions
title_full Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions
title_fullStr Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions
title_full_unstemmed Enzymatic Synthesis Process of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil and Concentrated by Response Surface Methodology under Supercritical Conditions
title_sort enzymatic synthesis process of epa- and dha-enriched structured acylglycerols at the sn-2 position starting from commercial salmon oil and concentrated by response surface methodology under supercritical conditions
publisher Multidisciplinary Digital Publishing Institute
publishDate 2023
url https://doi.org/10.3390/pr11020537
op_coverage agris
long_lat ENVELOPE(-111.252,-111.252,56.667,56.667)
geographic Draper
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genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Processes; Volume 11; Issue 2; Pages: 537
op_relation Separation Processes
https://dx.doi.org/10.3390/pr11020537
op_rights https://creativecommons.org/licenses/by/4.0/
op_doi https://doi.org/10.3390/pr11020537
container_title Processes
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