Synthesis of EPA- and DHA-Enriched Structured Acylglycerols at the sn-2 Position Starting from Commercial Salmon Oil by Enzymatic Lipase Catalysis under Supercritical Conditions

17 pages, 4 figures, 7 table.-- This is an open access article distributed under the Creative Commons Attribution License There is consistent evidence that long-chain polyunsaturated fatty acids (LCPUFA) belonging to the n-3 series, i.e., eicosapentaenoic (20:5n-3, EPA) and docosahexaenoic (22:6n-3,...

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Bibliographic Details
Published in:Molecules
Main Authors: Dovale-Rosabal, Gretel, Rodríguez, Alicia, Espinosa, Alejandra, Barriga, Andrés, Aubourg, Santiago P.
Other Authors: Dovale, Gretel
Format: Article in Journal/Newspaper
Language:English
Published: Multidisciplinary Digital Publishing Institute 2021
Subjects:
CO2 supercritical extraction
Candida antarctica (nonspecific)
EPA/DHA sn-2 position
MALDI-TOF
Immobilized lipase B
Intra–interesterification
n-3 LCPUFA
Salmon oil
Structured acylglycerols
Antarc*
Antarctica
Online Access:http://hdl.handle.net/10261/263668
https://doi.org/10.3390/molecules26113094
https://api.elsevier.com/content/abstract/scopus_id/85107110979
Description
Summary:17 pages, 4 figures, 7 table.-- This is an open access article distributed under the Creative Commons Attribution License There is consistent evidence that long-chain polyunsaturated fatty acids (LCPUFA) belonging to the n-3 series, i.e., eicosapentaenoic (20:5n-3, EPA) and docosahexaenoic (22:6n-3, DHA) acids, decrease the risk of heart, circulatory and inflammatory diseases. Furthermore, the bioavailability of such fatty acids has been shown to depend on their location in triacylglycerol (TG) molecules at the sn-2 position. Consequently, great attention has been accorded to the synthesis of structured acylglycerols (sAG), which include EPA or DHA at the sn-2 position. The aim of this work was to synthesize sAG starting from deodorized refined commercial salmon oil. For this, immobilized lipase B from Candida antarctica (nonspecific) was used as a catalyst for the intra-interesterification process under CO2 supercritical conditions (CO2SC). According to the CO2SC reaction time, three different fractions including sAG compounds were obtained. The location of EPA and DHA at the sn-2 position in the resulting glycerol backbone was identified by mass spectrometry (MALDI-TOF) analysis. In all fractions obtained, a marked decrease in the starting TG content was observed, while an increase in the DHA content at the sn-2 position was detected. The fraction obtained after the longest reaction time period (2 h) led to the highest yield of sn-2 position DHA in the resulting sAG molecule. This research was funded by FONDECYT, grant number 1181774 Peer reviewed

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