Actual ratios of triacylglycerol positional isomers and enantiomers comprising saturated fatty acids and highly unsaturated fatty acids in fishes and marine mammals

Toshiharu Nagai, Yumiko Matsumoto, Yanying Jiang, Keiko Ishikawa, Tokuhisa Wakatabe, Hoyo Mizobe, Kazuaki Yoshinaga, Koichi Kojima, Ikuma Kuroda, Tadao Saito, Fumiaki Beppu, Naohiro Gotoh

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

It has been previously shown that the positional isomers of triacylglycerol (TAG) containing palmitic acid (P) and highly unsaturated fatty acids (HUFAs) such as DHA (D) and EPA (E) vary between fishes and marine mammals. However, it has not yet been understood why in marine mammals HUFAs are located only at the α position when two palmitic acid chains combine, and not in fishes. In order to gain further understanding of the biosynthetic pathways involved in the formation of these asymmetric TAGs, we investigated whether the HUFA in the TAG of marine mammals exists predominantly at the sn-1 or sn-3 position. We examined the TAG positional isomers and enantiomers in marine organisms in detail. As a result, while PDP and PEP were not detected, sn-PPD and sn-PPE were found in abundance in marine mammals. For fishes, on the other hand, PDP, PEP, sn-PPD, and sn-PPE were all identified. In the case of TAGs that contain two HUFAs and one palmitic acid, marine mammals were rich in DPD and EPE whereas fishes were rich in sn-PDD and sn-PEE.

Original languageEnglish
Pages (from-to)1009-1015
Number of pages7
JournalJournal of oleo science
Volume62
Issue number12
DOIs
Publication statusPublished - 2013 Dec 4

Keywords

  • Chiral column
  • Enantiomer
  • Fish
  • Highly unsaturated fatty acid
  • Marine mammal
  • Triacylglycerol

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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