LAPSE:2023.11432
Published Article

LAPSE:2023.11432
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
February 27, 2023
Abstract
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.
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.
Record ID
Keywords
Candida antarctica, CO2 supercritical, EPA/DHA, immobilized lipase B, mass spectrometry, n-3 LCPUFA, salmon oil, sn-2 position, structured acylglycerols
Subject
Suggested Citation
Dovale-Rosabal G, Espinosa A, Rodríguez A, Barriga A, Palomino-Calderón A, Aubourg SP. 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. (2023). LAPSE:2023.11432
Author Affiliations
Dovale-Rosabal G: Department of Food Science and Chemical Technology, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Lorca Tobar 964, Santiago 8380494, Chile [ORCID]
Espinosa A: Escuela de Medicina, Universidad de Valparaíso, Valparaíso 2340000, Chile; Department of Medical Technology, Faculty of Medicine, University of Chile, Independencia 1027, Santiago 8380000, Chile
Rodríguez A: Department of Food Science and Chemical Technology, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Lorca Tobar 964, Santiago 8380494, Chile [ORCID]
Barriga A: Centre of Studies for the Development of Chemistry (CEPEDEQ), Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Tobar 964, Santiago 8380494, Chile
Palomino-Calderón A: Department of Food Science and Chemical Technology, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Lorca Tobar 964, Santiago 8380494, Chile
Aubourg SP: Department of Food Technology, Marine Research Institute (CSIC), Eduardo Cabello, 6, 36208 Vigo, Spain [ORCID]
Espinosa A: Escuela de Medicina, Universidad de Valparaíso, Valparaíso 2340000, Chile; Department of Medical Technology, Faculty of Medicine, University of Chile, Independencia 1027, Santiago 8380000, Chile
Rodríguez A: Department of Food Science and Chemical Technology, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Lorca Tobar 964, Santiago 8380494, Chile [ORCID]
Barriga A: Centre of Studies for the Development of Chemistry (CEPEDEQ), Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Tobar 964, Santiago 8380494, Chile
Palomino-Calderón A: Department of Food Science and Chemical Technology, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Carlos Lorca Tobar 964, Santiago 8380494, Chile
Aubourg SP: Department of Food Technology, Marine Research Institute (CSIC), Eduardo Cabello, 6, 36208 Vigo, Spain [ORCID]
Journal Name
Processes
Volume
11
Issue
2
First Page
537
Year
2023
Publication Date
2023-02-10
ISSN
2227-9717
Version Comments
Original Submission
Other Meta
PII: pr11020537, Publication Type: Journal Article
Record Map
Published Article

LAPSE:2023.11432
This Record
External Link

https://doi.org/10.3390/pr11020537
Publisher Version
Download
Meta
Record Statistics
Record Views
221
Version History
[v1] (Original Submission)
Feb 27, 2023
Verified by curator on
Feb 27, 2023
This Version Number
v1
Citations
Most Recent
This Version
URL Here
https://psecommunity.org/LAPSE:2023.11432
Record Owner
Auto Uploader for LAPSE
Links to Related Works
[0.97 s]
