Dinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family.

Details

Serval ID
serval:BIB_D84D2FAEBE3F
Type
Article: article from journal or magazin.
Collection
Publications
Institution
Title
Dinor-oxo-phytodienoic acid: a new hexadecanoid signal in the jasmonate family.
Journal
Proceedings of the National Academy of Sciences of the United States of America
Author(s)
Weber H., Vick B.A., Farmer E.E.
ISSN
0027-8424 (Print)
ISSN-L
0027-8424
Publication state
Published
Issued date
1997
Volume
94
Number
19
Pages
10473-10478
Language
english
Notes
Publication types: Journal Article ; Research Support, Non-U.S. Gov't
Publication Status: ppublish
Abstract
Jasmonic acid and its precursors are potent regulatory molecules in plants. We devised a method for the simultaneous extraction of these compounds from plant leaves to quantitate changes in the levels of jasmonate family members during health and on wounding. During our study, we identified a novel 16-carbon cyclopentenoic acid in leaf extracts from Arabidopsis and potato. The new compound, a member of the jasmonate family of signals, was named dinor-oxo-phytodienoic acid. Dinor-oxo-phytodienoic acid was not detected in the Arabidopsis mutant fad5, which is incapable of synthesizing 7Z,10Z, 13Z-hexadecatrienoic acid (16:3), suggesting that the metabolite is derived directly from plastid 16:3 rather than by beta-oxidation of the 18-carbon 12-oxo-phytodienoic acid. Simultaneous quantitation of jasmonate family members in healthy leaves of Arabidopsis and potato suggest that different plant species have different relative levels of jasmonic acid, oxo-phytodienoic acid, and dinor-oxo-phytodienoic acid. We term these profiles "oxylipin signatures." Dinor-oxo-phytodienoic acid levels increased dramatically in Arabidopsis and potato leaves on wounding, suggesting roles in wound signaling. Treatment of Arabidopsis with micromolar levels of dinor-oxo-phytodienoic acid increased the ability of leaf extracts to transform linoleic acid into the alpha-ketol 13-hydroxy-12-oxo-9(Z) octadecenoic acid indicating that the compound can regulate part of its own biosynthetic pathway. Tightly regulated changes in the relative levels of biologically active jasmonates may permit sensitive control over metabolic, developmental, and defensive processes in plants.
Keywords
Arabidopsis/growth & development, Arabidopsis/metabolism, Cyclopentanes/metabolism, Fatty Acids, Unsaturated/isolation & purification, Fatty Acids, Unsaturated/metabolism, Mass Spectrometry, Oxylipins, Plant Growth Regulators/metabolism, Signal Transduction
Pubmed
Web of science
Open Access
Yes
Create date
24/01/2008 20:05
Last modification date
20/08/2019 15:57
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