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...

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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: Article in Journal/Newspaper
Language:English
Published: MDPI AG 2023
Subjects:
Online Access:https://doi.org/10.3390/pr11020537
https://doaj.org/article/6a50a3c2130748b6977429a8d7a78792
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spelling ftdoajarticles:oai:doaj.org/article:6a50a3c2130748b6977429a8d7a78792 2023-05-15T14:03:42+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 2023-02-01T00:00:00Z https://doi.org/10.3390/pr11020537 https://doaj.org/article/6a50a3c2130748b6977429a8d7a78792 EN eng MDPI AG https://www.mdpi.com/2227-9717/11/2/537 https://doaj.org/toc/2227-9717 doi:10.3390/pr11020537 2227-9717 https://doaj.org/article/6a50a3c2130748b6977429a8d7a78792 Processes, Vol 11, Iss 537, p 537 (2023) n -3 LCPUFA EPA/DHA sn -2 position salmon oil immobilized lipase B Candida antarctica Chemical technology TP1-1185 Chemistry QD1-999 article 2023 ftdoajarticles https://doi.org/10.3390/pr11020537 2023-02-26T01:28:42Z 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 CO 2 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. Article in Journal/Newspaper Antarc* Antarctica Directory of Open Access Journals: DOAJ Articles Draper ENVELOPE(-111.252,-111.252,56.667,56.667) Processes 11 2 537
institution Open Polar
collection Directory of Open Access Journals: DOAJ Articles
op_collection_id ftdoajarticles
language English
topic n -3 LCPUFA
EPA/DHA
sn -2 position
salmon oil
immobilized lipase B
Candida antarctica
Chemical technology
TP1-1185
Chemistry
QD1-999
spellingShingle n -3 LCPUFA
EPA/DHA
sn -2 position
salmon oil
immobilized lipase B
Candida antarctica
Chemical technology
TP1-1185
Chemistry
QD1-999
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
Chemical technology
TP1-1185
Chemistry
QD1-999
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 CO 2 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 Article in Journal/Newspaper
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 MDPI AG
publishDate 2023
url https://doi.org/10.3390/pr11020537
https://doaj.org/article/6a50a3c2130748b6977429a8d7a78792
long_lat ENVELOPE(-111.252,-111.252,56.667,56.667)
geographic Draper
geographic_facet Draper
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Processes, Vol 11, Iss 537, p 537 (2023)
op_relation https://www.mdpi.com/2227-9717/11/2/537
https://doaj.org/toc/2227-9717
doi:10.3390/pr11020537
2227-9717
https://doaj.org/article/6a50a3c2130748b6977429a8d7a78792
op_doi https://doi.org/10.3390/pr11020537
container_title Processes
container_volume 11
container_issue 2
container_start_page 537
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