title: Iso-OPDA: an early precursor of cis-jasmone in plants?
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.
authors.affiliation: Max Planck Institute for Chemical Ecology, Hans-Knöll-Strasse 8, 07745 Jena, Germany.
authors.forename: Paulina
authors.initials: P
authors.lastname: Dabrowska
authors.forename: Wilhelm
authors.initials: W
authors.lastname: Boland
mesh_terms: D003517:Cyclopentanes / Q000737:chemistry* / Q000378:metabolism; D005231:Fatty Acids, Unsaturated / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D010084:Oxidation-Reduction; D054883:Oxylipins / Q000737:chemistry* / Q000378:metabolism; D010937:Plant Growth Regulators / Q000737:chemistry* / Q000378:metabolism; D011498:Protein Precursors / Q000737:chemistry* / Q000378:metabolism; D015398:Signal Transduction
chemical_list: D003517:Cyclopentanes; D005231:Fatty Acids, Unsaturated; D054883:Oxylipins; D010937:Plant Growth Regulators; D011498:Protein Precursors; C025999:12-oxophytodienoic acid; C011006:jasmonic acid; C086299:jasmone