| Rapid enzymatic isomerization of 12-oxophytodienoic acid in the gut of lepidopteran larvae. | |
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MedLine Citation:
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PMID: 17195253 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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In response to feeding larvae of the Mediterranean climbing cutworm (Spodoptera littoralis), leaves of the lima bean (Phaseolus lunatus) produce fatty acid-derived signaling compounds (oxylipins). The major products are the phytohormones jasmonic acid and its biosynthetic precursor 12-oxophytodienoic acid (OPDA), along with 13-hydroxy-12-oxooctadeca-9,15-dienoic acid, 9-hydroxy-12-oxooctadeca-10,15-dienoic acid (alpha- and gamma-ketol), as well as unsaturated aldehydes. Oxylipin production is highest at the feeding zone of the insect and decreases with distance from the damaged area. Accordingly, the feeding insect experiences high local concentrations of oxylipins, which are taken up into the alimentary canal and are finally excreted with the feces. In contrast to most other oxylipins, OPDA was not detectable in the insect's gut; instead the structurally related tetrahydrodicranenone B (iso-OPDA) was identified. Feeding experiments with deuterium-labeled OPDA proved that the isomerization is catalyzed by an enzyme from the insect's gut tissue. The phenomenon appears to be widespread among Lepidopteran larvae. |
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Authors:
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Birgit Schulze; Paulina Dabrowska; Wilhelm Boland |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Chembiochem : a European journal of chemical biology Volume: 8 ISSN: 1439-4227 ISO Abbreviation: Chembiochem Publication Date: 2007 Jan |
Date Detail:
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Created Date: 2007-01-17 Completed Date: 2007-03-15 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100937360 Medline TA: Chembiochem Country: Germany |
Other Details:
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Languages: eng Pagination: 208-16 Citation Subset: IM |
Affiliation:
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Max Planck Institute for Chemical Ecology, Hans-Knöll-Strasse 8, 07745 Jena, Germany. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Animals Fatty Acids, Unsaturated / chemistry*, metabolism* Intestines / enzymology, metabolism* Isomerism Larva / enzymology, metabolism Molecular Structure Phaseolus / metabolism Plant Leaves / metabolism Spodoptera / metabolism* Time Factors |
| Chemical | |
Reg. No./Substance:
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0/Fatty Acids, Unsaturated; 67204-66-4/12-oxophytodienoic acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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