Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar

6 pages, 7 figures.-- PMID: 12533665 [PubMed].-- PMCID: PMC298683.-- Printed version published Feb 4, 2003.-- Full text version available at: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC298683/?tool=pubmed

Detalhes bibliográficos
Autores: Jurenka, Russell A., Subchev, Mitko, Abad, José Luis, Choi, Man-Yeon, Fabriàs, Gemma
Formato: artículo
Fecha de publicación:2003
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/20119
Acesso em linha:http://hdl.handle.net/10261/20119
Access Level:acceso abierto
Palavra-chave:Sex pheromone
Female moths
Biosynthetic pathway
Lymantria dispar
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spelling Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar Jurenka, Russell A. Subchev, Mitko Abad, José Luis Choi, Man-Yeon Fabriàs, Gemma Sex pheromone Female moths Biosynthetic pathway Lymantria dispar 6 pages, 7 figures.-- PMID: 12533665 [PubMed].-- PMCID: PMC298683.-- Printed version published Feb 4, 2003.-- Full text version available at: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC298683/?tool=pubmed The pheromone biosynthetic pathway for production of the sex pheromone disparlure, 2-methyl-7R,8S-epoxy-octadecane, was determined for the gypsy moth. Each step in the pathway was followed by using deuterium-labeled compounds that could be identified by using GC/MS. This approach provides unequivocal determination of specific reactions in the pathway. It was shown that the alkene precursor, 2-methyl-Z7-octadecene, is most likely made in oenocyte cells associated with abdominal epidermal cells. The pathway begins with valine contributing carbons for chain initiation, including the methyl-branched carbon, followed by chain elongation to 19 carbons. The double bond is introduced with an unusual Δ12 desaturase that utilizes a methyl-branched substrate. The resulting 18-methyl-Z12-nonadecenoate is decarboxylated to the hydrocarbon, 2-methyl-Z7-octadecene. The alkene is then transported to the pheromone gland through the hemolymph, most probably by lipophorin. At the pheromone gland, the alkene is unloaded and transformed into the epoxide disparlure for release into the environment. A chiral HPLC column was used to demonstrate that the (R,S)-stereoisomer of the epoxide, (+)-disparlure is found in pheromone glands. This work was supported by grants from the U.S. Department of Agriculture–National Research Initiative (2001-35302-10882) and the U.S.–Spain Joint Commission on Scientific and Technological Cooperation, and by Hatch Act and State of Iowa funds. Peer reviewed National Academy of Sciences (U.S.) http://hdl.handle.net/10261/20119
title Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
spellingShingle Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
Jurenka, Russell A.
Sex pheromone
Female moths
Biosynthetic pathway
Lymantria dispar
title_short Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
title_full Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
title_fullStr Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
title_full_unstemmed Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
title_sort Sex pheromone biosynthetic pathway for disparlure in the gypsy moth, Lymantria dispar
author Jurenka, Russell A.
author_facet Jurenka, Russell A.
Subchev, Mitko
Abad, José Luis
Choi, Man-Yeon
Fabriàs, Gemma
author_role author
author2 Subchev, Mitko
Abad, José Luis
Choi, Man-Yeon
Fabriàs, Gemma
author2_role author
author
author
author
topic Sex pheromone
Female moths
Biosynthetic pathway
Lymantria dispar
topic_facet Sex pheromone
Female moths
Biosynthetic pathway
Lymantria dispar
description 6 pages, 7 figures.-- PMID: 12533665 [PubMed].-- PMCID: PMC298683.-- Printed version published Feb 4, 2003.-- Full text version available at: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC298683/?tool=pubmed
publishDate 2003
format article
url http://hdl.handle.net/10261/20119
eu_rights_str_mv openAccess
publisher National Academy of Sciences (U.S.)
institution Consejo Superior de Investigaciones Científicas (CSIC)
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
_version_ 1878440841540796416
publishDateSort 2003
author_browse Abad, José Luis
Choi, Man-Yeon
Fabriàs, Gemma
Jurenka, Russell A.
Subchev, Mitko
publisherStr National Academy of Sciences (U.S.)
score 6,924472

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