Products derived from 5,8,11-eicosatrienoic acid by the 5-lipoxygenase-leukotriene pathway

J Biol Chem. 1983 Nov 10;258(21):12797-800.

Abstract

Analysis of products derived from 5,8,11-eicosatrienoic acid via the 5-lipoxygenase-leukotriene pathway showed that this fatty acid is readily converted to leukotriene (LT)A3. When 10,000 X g supernatant from rat basophilic leukemia cell homogenates was incubated with 30 microM fatty acid, 5,8,11-eicosatrienoic acid produced 6.2 +/- 1.1 nmol of LTA3 and arachidonic acid 15.5 +/- 1.9 nmol of LTA4 (n = 4). However, only insignificant amounts of LTB3 were formed (0.15 +/- 0.04 nmol of LTB3 and 4.2 +/- 0.4 nmol of LTB4, n = 4). These data indicate that the LTA-hydrolase requires not only the three double bonds of the triene but also the double bond at C-14 to efficiently convert LTA to LTB. These findings have significant implications for essential fatty acid deficiency.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 8,11,14-Eicosatrienoic Acid / metabolism*
  • Animals
  • Arachidonate Lipoxygenases
  • Arachidonic Acids / biosynthesis*
  • Arachidonic Acids / isolation & purification
  • Basophils / enzymology
  • Cell Line
  • Chromatography, High Pressure Liquid
  • Fatty Acids, Unsaturated / metabolism*
  • Isomerism
  • Leukemia, Experimental / enzymology*
  • Leukotriene A4
  • Lipoxygenase / metabolism*
  • Mass Spectrometry
  • Rats

Substances

  • Arachidonic Acids
  • Fatty Acids, Unsaturated
  • Leukotriene A4
  • Arachidonate Lipoxygenases
  • Lipoxygenase
  • 8,11,14-Eicosatrienoic Acid
  • mead acid