Metabolic pathway that produces essential fatty acids from polymethylene-interrupted polyunsaturated fatty acids in animal cells

FEBS J. 2007 Jun;274(11):2728-37. doi: 10.1111/j.1742-4658.2007.05807.x. Epub 2007 Apr 20.

Abstract

Sciadonic acid (20:3 Delta-5,11,14) and juniperonic acid (20:4 Delta-5,11,14,17) are polyunsaturated fatty acids (PUFAs) that lack the Delta-8 double bond of arachidonic acid (20:4 Delta-5,8,11,14) and eicosapentaenoic acid (20:5 Delta-5,8,11,14,17), respectively. Here, we demonstrate that these conifer oil-derived PUFAs are metabolized to essential fatty acids in animal cells. When Swiss 3T3 cells were cultured with sciadonic acid, linoleic acid (18:2 Delta-9,12) accumulated in the cells to an extent dependent on the concentration of sciadonic acid. At the same time, a small amount of 16:2 Delta-7,10 appeared in the cellular lipids. Both 16:2 Delta-7,10 and linoleic acid accumulated in sciadonic acid-supplemented CHO cells, but not in peroxisome-deficient CHO cells. We confirmed that 16:2 Delta-7,10 was effectively elongated to linoleic acid in rat liver microsomes. These results indicate that sciadonic acid was partially degraded to 16:2 Delta-7,10 by two cycles of beta-oxidation in peroxisomes, then elongated to linoleic acid in microsomes. Supplementation of Swiss 3T3 cells with juniperonic acid, an n-3 analogue of sciadonic acid, induced accumulation of alpha-linolenic acid (18:3 Delta-9,12,15) in cellular lipids, suggesting that juniperonic acid was metabolized in a similar manner to sciadonic acid. This PUFA remodeling is thought to be a process that converts unsuitable fatty acids into essential fatty acids required by animals.

MeSH terms

  • Animals
  • Arachidonic Acids / metabolism
  • Fatty Acids, Essential / biosynthesis*
  • Fatty Acids, Unsaturated / metabolism*
  • Linoleic Acid / biosynthesis
  • Metabolic Networks and Pathways
  • Mice
  • Microsomes, Liver / metabolism
  • Peroxisomes / metabolism
  • Rats
  • Swiss 3T3 Cells
  • alpha-Linolenic Acid / biosynthesis

Substances

  • Arachidonic Acids
  • Fatty Acids, Essential
  • Fatty Acids, Unsaturated
  • juniperonic acid
  • alpha-Linolenic Acid
  • eicosa-5,11,14-trienoic acid
  • Linoleic Acid