Iso-OPDA: an early precursor of cis-jasmone in plants?

Chembiochem. 2007 Dec 17;8(18):2281-5. doi: 10.1002/cbic.200700464.

Abstract

Cis-jasmone is a highly appreciated fragrance and plant-derived signal molecule that controls pollination, attracts parasitoids of attacking herbivores, and serves as an intra- and interspecific signal that controls gene expression. cis-Jasmone is produced from linolenic acid along the jasmonic acid cascade. In addition to the conversion of jasmonic acid into cis-jasmone, a novel pathway might exist that converts cis-oxophytodienoic acid (OPDA), an early precursor of jasmonic acid, into iso-OPDA. The planar iso-OPDA is degraded by beta-oxidation to 3,7-didehydrojasmonic acid, which yields cis-jasmone by spontaneous decarboxylation. The degradation of iso-OPDA to cis-jasmone is demonstrated for many plant species and the yeast Saccharomyces cerevisiae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclopentanes / chemistry*
  • Cyclopentanes / metabolism
  • Fatty Acids, Unsaturated / chemistry*
  • Fatty Acids, Unsaturated / metabolism
  • Molecular Structure
  • Oxidation-Reduction
  • Oxylipins / chemistry*
  • Oxylipins / metabolism
  • Plant Growth Regulators / chemistry*
  • Plant Growth Regulators / metabolism
  • Protein Precursors / chemistry*
  • Protein Precursors / metabolism
  • Signal Transduction

Substances

  • Cyclopentanes
  • Fatty Acids, Unsaturated
  • Oxylipins
  • Plant Growth Regulators
  • Protein Precursors
  • 12-oxophytodienoic acid
  • jasmonic acid
  • jasmone