Document Detail


Stereospecificity of the (Z)-9 desaturase that converts (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid in the biosynthesis of Spodoptera littoralis sex pheromone.
MedLine Citation:
PMID:  11378415     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Moth pheromone glands contain desaturases that catalyze the formation of conjugated dienoic fatty acids. In this article we present the first stereochemical study on one of these enzymes, namely the Delta(9) desaturase of (E)-11-tetradecenoic acid, using the moth Spodoptera littoralis as a biological model and enantiopure deuterated probes derived from tridecanoic acid. Gas chromatography coupled to mass spectrometry analysis of methanolyzed lipidic extracts from glands incubated with each individual probe showed that in the transformation of (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid both pro-(R) hydrogen atoms at C9 and C10 are removed from the substrate.
Authors:
J L Abad; F Camps; G Fabriàs
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Insect biochemistry and molecular biology     Volume:  31     ISSN:  0965-1748     ISO Abbreviation:  Insect Biochem. Mol. Biol.     Publication Date:  2001 Jun 
Date Detail:
Created Date:  2001-05-29     Completed Date:  2001-08-23     Revised Date:  2009-11-19    
Medline Journal Info:
Nlm Unique ID:  9207282     Medline TA:  Insect Biochem Mol Biol     Country:  England    
Other Details:
Languages:  eng     Pagination:  799-803     Citation Subset:  IM    
Affiliation:
Department of Biological Organic Chemistry, CID-CSIC, Jordi Girona 18-26, 08034-Barcelona, Spain.
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MeSH Terms
Descriptor/Qualifier:
Animals
Fatty Acid Desaturases / metabolism*
Fatty Acids, Monounsaturated / metabolism*
Fatty Acids, Unsaturated / metabolism*
Molecular Conformation
Sex Attractants / biosynthesis*
Spodoptera / metabolism
Chemical
Reg. No./Substance:
0/11-tetradecenoic acid; 0/9,11-tetradecadienoic acid; 0/Fatty Acids, Monounsaturated; 0/Fatty Acids, Unsaturated; 0/Sex Attractants; EC 1.14.19.-/Fatty Acid Desaturases; EC 1.14.99.-/delta-9 fatty acid desaturase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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