Methyl-end desaturases with ∆12 and ω3 regioselectivities enable the de novo PUFA biosynthesis in the cephalopod Octopus vulgaris

Biochim Biophys Acta Mol Cell Biol Lipids. 2019 Aug;1864(8):1134-1144. doi: 10.1016/j.bbalip.2019.04.012. Epub 2019 Apr 30.

Abstract

The interest in understanding the capacity of aquatic invertebrates to biosynthesise omega-3 (ω3) long-chain (≥C20) polyunsaturated fatty acids (LC-PUFA) has increased in recent years. Using the common octopus Octopus vulgaris as a model species, we previously characterised a ∆5 desaturase and two elongases (i.e. Elovl2/5 and Elovl4) involved in the biosynthesis of LC-PUFA in molluscs. The aim of this study was to characterise both molecularly and functionally, two methyl-end (or ωx) desaturases that have been long regarded to be absent in most animals. O. vulgaris possess two ωx desaturase genes encoding enzymes with ∆12 and ω3 regioselectivities enabling the de novo biosynthesis of the C18 PUFA 18:2ω6 (LA, linoleic acid) and 18:3ω3 (ALA, α-linolenic acid), generally regarded as dietary essential for animals. The O. vulgaris ∆12 desaturase ("ωx2") mediates the conversion of 18:1ω9 (oleic acid) into LA, and subsequently, the ω3 desaturase ("ωx1") catalyses the ∆15 desaturation from LA to ALA. Additionally, the O. vulgaris ω3 desaturase has ∆17 capacity towards a variety of C20 ω6 PUFA that are converted to their ω3 PUFA products. Particularly relevant was the affinity of the ω3 desaturase towards 20:4ω6 (ARA, arachidonic acid) to produce 20:5ω3 (EPA, eicosapentaenoic acid), as supported by yeast heterologous expression, and enzymatic activity exhibited in vivo when paralarvae were incubated in the presence of [1-14C]20:4ω6. These results confirmed that several routes enabling EPA biosynthesis are operative in O. vulgaris whereas ARA and docosahexaenoic acid (DHA, 22:6ω3) should be considered essential fatty acids since endogenous production appears to be limited.

Keywords: Biosynthesis; Essential fatty acids; Methyl-end desaturases; Octopus vulgaris.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Arachidonic Acid / biosynthesis
  • Arachidonic Acid / metabolism
  • Docosahexaenoic Acids / biosynthesis
  • Docosahexaenoic Acids / metabolism
  • Eicosapentaenoic Acid / biosynthesis
  • Fatty Acid Desaturases / genetics
  • Fatty Acid Desaturases / metabolism*
  • Fatty Acids, Unsaturated / biosynthesis*
  • Linoleic Acid / biosynthesis
  • Octopodiformes / enzymology
  • Octopodiformes / metabolism*
  • alpha-Linolenic Acid / biosynthesis

Substances

  • Fatty Acids, Unsaturated
  • alpha-Linolenic Acid
  • Docosahexaenoic Acids
  • Arachidonic Acid
  • Linoleic Acid
  • Eicosapentaenoic Acid
  • Fatty Acid Desaturases