(Z,Z)-6,9-heneicosadien-11-one: major sex pheromone component of painted apple moth, Teia anartoides
(Z, Z)-6,9-Heneicosadien-11-one (Z6Z9-11-one-21Hy) was identified as the major sex pheromone component of the painted apple moth (PAM), Teia anartoides (Lepidoptera: Lymantriidae), on the basis of (1) comparative gas chromatographic-electroantennographic detection (GC-EAD) analyses, GC-mass spectrom...
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| Veröffentlicht in: | Journal of chemical ecology 2005-03, Vol.31 (3), p.603-620 |
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| creator | Gries, R Khaskin, G Clearwater, J Hasman, D Schaefer, P.W Khaskin, E Miroshnychenko, O Hosking, G Gries, G |
| description | (Z, Z)-6,9-Heneicosadien-11-one (Z6Z9-11-one-21Hy) was identified as the major sex pheromone component of the painted apple moth (PAM), Teia anartoides (Lepidoptera: Lymantriidae), on the basis of (1) comparative gas chromatographic-electroantennographic detection (GC-EAD) analyses, GC-mass spectrometry (MS), high-performance liquid chromatography (HPLC)-MS, and HPLC-UV/visible spectroscopy of pheromone gland extracts and authentic standards; (2) GC-EAD analyses of effluvia of calling females; and (3) wind tunnel and field trapping experiments with a synthetic standard. In field experiments in Australia, synthetic Z6Z9-11-one-21Hy as a single component attracted male moths. Wind tunnel experiments suggested that a 4-component blend consisting of Z6Z9-11-one-21Hy, (6Z,9R,10S)-cis-9,10-epoxy-heneicosene (Z6-9R10S-epo-21Hy), (E, E)-7,9-heneicosadien-6,11-dione (E7E9-6,11-dione-21Hy), and 6-hydroxy-(E, E)-7,9-heneicosadien-11-one (E7E9-6-ol-11-one-21Hy) (all present in pheromone gland extracts) might induce more males to orient toward, approach, and contact the source than did Z6Z9-11-one-21Hy as a single component. Additional experiments are needed to determine conclusively whether or not Z6-9R10S-epo-21Hy, E7E9-6,11-dione-21Hy, and E7E9-6-ol-11-one-21Hy might be minor sex pheromone components of PAM. Moreover, attractiveness of synthetic pheromone and virgin PAM females needs to be compared to determine whether synthetic pheromone could replace PAM females as trap baits in the program to monitor eradication of exotic PAM in New Zealand. |
| doi_str_mv | 10.1007/s10886-005-2048-z |
| format | Article |
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In field experiments in Australia, synthetic Z6Z9-11-one-21Hy as a single component attracted male moths. Wind tunnel experiments suggested that a 4-component blend consisting of Z6Z9-11-one-21Hy, (6Z,9R,10S)-cis-9,10-epoxy-heneicosene (Z6-9R10S-epo-21Hy), (E, E)-7,9-heneicosadien-6,11-dione (E7E9-6,11-dione-21Hy), and 6-hydroxy-(E, E)-7,9-heneicosadien-11-one (E7E9-6-ol-11-one-21Hy) (all present in pheromone gland extracts) might induce more males to orient toward, approach, and contact the source than did Z6Z9-11-one-21Hy as a single component. Additional experiments are needed to determine conclusively whether or not Z6-9R10S-epo-21Hy, E7E9-6,11-dione-21Hy, and E7E9-6-ol-11-one-21Hy might be minor sex pheromone components of PAM. Moreover, attractiveness of synthetic pheromone and virgin PAM females needs to be compared to determine whether synthetic pheromone could replace PAM females as trap baits in the program to monitor eradication of exotic PAM in New Zealand.</description><identifier>ISSN: 0098-0331</identifier><identifier>EISSN: 1573-1561</identifier><identifier>DOI: 10.1007/s10886-005-2048-z</identifier><identifier>PMID: 15898504</identifier><identifier>CODEN: JCECD8</identifier><language>eng</language><publisher>New York, NY: Springer</publisher><subject>Animal and plant ecology ; Animal, plant and microbial ecology ; Animals ; Autoecology ; Baits ; Behavior, Animal - physiology ; Biological and medical sciences ; Butterflies & moths ; chemical composition ; Chromatography ; Fatty Alcohols - chemistry ; Female ; field experimentation ; Field tests ; Fundamental and applied biological sciences. Psychology ; General aspects ; insect pests ; Insecta ; Insects ; Invertebrates ; Lepidoptera ; Liquid chromatography ; Lymantriidae ; Male ; Mass spectrometry ; Molecular Structure ; Moths - chemistry ; Moths - physiology ; Pheromones ; Sex Attractants - chemistry ; Sex Attractants - physiology ; sex pheromones ; Teia anartoides ; Wind tunnels</subject><ispartof>Journal of chemical ecology, 2005-03, Vol.31 (3), p.603-620</ispartof><rights>2005 INIST-CNRS</rights><rights>Springer Science + Business Media, Inc. 2005</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c411t-8da048f580fea6ab975627f2a437f33bffd5fb7f166cc1916725417acdb612003</citedby><cites>FETCH-LOGICAL-c411t-8da048f580fea6ab975627f2a437f33bffd5fb7f166cc1916725417acdb612003</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16779040$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15898504$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Gries, R</creatorcontrib><creatorcontrib>Khaskin, G</creatorcontrib><creatorcontrib>Clearwater, J</creatorcontrib><creatorcontrib>Hasman, D</creatorcontrib><creatorcontrib>Schaefer, P.W</creatorcontrib><creatorcontrib>Khaskin, E</creatorcontrib><creatorcontrib>Miroshnychenko, O</creatorcontrib><creatorcontrib>Hosking, G</creatorcontrib><creatorcontrib>Gries, G</creatorcontrib><title>(Z,Z)-6,9-heneicosadien-11-one: major sex pheromone component of painted apple moth, Teia anartoides</title><title>Journal of chemical ecology</title><addtitle>J Chem Ecol</addtitle><description>(Z, Z)-6,9-Heneicosadien-11-one (Z6Z9-11-one-21Hy) was identified as the major sex pheromone component of the painted apple moth (PAM), Teia anartoides (Lepidoptera: Lymantriidae), on the basis of (1) comparative gas chromatographic-electroantennographic detection (GC-EAD) analyses, GC-mass spectrometry (MS), high-performance liquid chromatography (HPLC)-MS, and HPLC-UV/visible spectroscopy of pheromone gland extracts and authentic standards; (2) GC-EAD analyses of effluvia of calling females; and (3) wind tunnel and field trapping experiments with a synthetic standard. In field experiments in Australia, synthetic Z6Z9-11-one-21Hy as a single component attracted male moths. Wind tunnel experiments suggested that a 4-component blend consisting of Z6Z9-11-one-21Hy, (6Z,9R,10S)-cis-9,10-epoxy-heneicosene (Z6-9R10S-epo-21Hy), (E, E)-7,9-heneicosadien-6,11-dione (E7E9-6,11-dione-21Hy), and 6-hydroxy-(E, E)-7,9-heneicosadien-11-one (E7E9-6-ol-11-one-21Hy) (all present in pheromone gland extracts) might induce more males to orient toward, approach, and contact the source than did Z6Z9-11-one-21Hy as a single component. Additional experiments are needed to determine conclusively whether or not Z6-9R10S-epo-21Hy, E7E9-6,11-dione-21Hy, and E7E9-6-ol-11-one-21Hy might be minor sex pheromone components of PAM. Moreover, attractiveness of synthetic pheromone and virgin PAM females needs to be compared to determine whether synthetic pheromone could replace PAM females as trap baits in the program to monitor eradication of exotic PAM in New Zealand.</description><subject>Animal and plant ecology</subject><subject>Animal, plant and microbial ecology</subject><subject>Animals</subject><subject>Autoecology</subject><subject>Baits</subject><subject>Behavior, Animal - physiology</subject><subject>Biological and medical sciences</subject><subject>Butterflies & moths</subject><subject>chemical composition</subject><subject>Chromatography</subject><subject>Fatty Alcohols - chemistry</subject><subject>Female</subject><subject>field experimentation</subject><subject>Field tests</subject><subject>Fundamental and applied biological sciences. 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Psychology</topic><topic>General aspects</topic><topic>insect pests</topic><topic>Insecta</topic><topic>Insects</topic><topic>Invertebrates</topic><topic>Lepidoptera</topic><topic>Liquid chromatography</topic><topic>Lymantriidae</topic><topic>Male</topic><topic>Mass spectrometry</topic><topic>Molecular Structure</topic><topic>Moths - chemistry</topic><topic>Moths - physiology</topic><topic>Pheromones</topic><topic>Sex Attractants - chemistry</topic><topic>Sex Attractants - physiology</topic><topic>sex pheromones</topic><topic>Teia anartoides</topic><topic>Wind tunnels</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gries, R</creatorcontrib><creatorcontrib>Khaskin, G</creatorcontrib><creatorcontrib>Clearwater, J</creatorcontrib><creatorcontrib>Hasman, D</creatorcontrib><creatorcontrib>Schaefer, P.W</creatorcontrib><creatorcontrib>Khaskin, E</creatorcontrib><creatorcontrib>Miroshnychenko, O</creatorcontrib><creatorcontrib>Hosking, G</creatorcontrib><creatorcontrib>Gries, G</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Animal Behavior Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Ecology Abstracts</collection><collection>Entomology Abstracts (Full archive)</collection><collection>Toxicology Abstracts</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>Public Health Database</collection><collection>Technology Research Database</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Natural Science Collection</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>Biological Science Collection</collection><collection>ProQuest Central</collection><collection>Technology Collection (ProQuest)</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric & Aquatic Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>Engineering Research Database</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Materials Science Database</collection><collection>ProQuest Biological Science Collection</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Science Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biological Science Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Earth, Atmospheric & Aquatic Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><collection>Genetics Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of chemical ecology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gries, R</au><au>Khaskin, G</au><au>Clearwater, J</au><au>Hasman, D</au><au>Schaefer, P.W</au><au>Khaskin, E</au><au>Miroshnychenko, O</au><au>Hosking, G</au><au>Gries, G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>(Z,Z)-6,9-heneicosadien-11-one: major sex pheromone component of painted apple moth, Teia anartoides</atitle><jtitle>Journal of chemical ecology</jtitle><addtitle>J Chem Ecol</addtitle><date>2005-03-01</date><risdate>2005</risdate><volume>31</volume><issue>3</issue><spage>603</spage><epage>620</epage><pages>603-620</pages><issn>0098-0331</issn><eissn>1573-1561</eissn><coden>JCECD8</coden><abstract>(Z, Z)-6,9-Heneicosadien-11-one (Z6Z9-11-one-21Hy) was identified as the major sex pheromone component of the painted apple moth (PAM), Teia anartoides (Lepidoptera: Lymantriidae), on the basis of (1) comparative gas chromatographic-electroantennographic detection (GC-EAD) analyses, GC-mass spectrometry (MS), high-performance liquid chromatography (HPLC)-MS, and HPLC-UV/visible spectroscopy of pheromone gland extracts and authentic standards; (2) GC-EAD analyses of effluvia of calling females; and (3) wind tunnel and field trapping experiments with a synthetic standard. In field experiments in Australia, synthetic Z6Z9-11-one-21Hy as a single component attracted male moths. Wind tunnel experiments suggested that a 4-component blend consisting of Z6Z9-11-one-21Hy, (6Z,9R,10S)-cis-9,10-epoxy-heneicosene (Z6-9R10S-epo-21Hy), (E, E)-7,9-heneicosadien-6,11-dione (E7E9-6,11-dione-21Hy), and 6-hydroxy-(E, E)-7,9-heneicosadien-11-one (E7E9-6-ol-11-one-21Hy) (all present in pheromone gland extracts) might induce more males to orient toward, approach, and contact the source than did Z6Z9-11-one-21Hy as a single component. Additional experiments are needed to determine conclusively whether or not Z6-9R10S-epo-21Hy, E7E9-6,11-dione-21Hy, and E7E9-6-ol-11-one-21Hy might be minor sex pheromone components of PAM. Moreover, attractiveness of synthetic pheromone and virgin PAM females needs to be compared to determine whether synthetic pheromone could replace PAM females as trap baits in the program to monitor eradication of exotic PAM in New Zealand.</abstract><cop>New York, NY</cop><pub>Springer</pub><pmid>15898504</pmid><doi>10.1007/s10886-005-2048-z</doi><tpages>18</tpages></addata></record> |
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| subjects | Animal and plant ecology Animal, plant and microbial ecology Animals Autoecology Baits Behavior, Animal - physiology Biological and medical sciences Butterflies & moths chemical composition Chromatography Fatty Alcohols - chemistry Female field experimentation Field tests Fundamental and applied biological sciences. Psychology General aspects insect pests Insecta Insects Invertebrates Lepidoptera Liquid chromatography Lymantriidae Male Mass spectrometry Molecular Structure Moths - chemistry Moths - physiology Pheromones Sex Attractants - chemistry Sex Attractants - physiology sex pheromones Teia anartoides Wind tunnels |
| title | (Z,Z)-6,9-heneicosadien-11-one: major sex pheromone component of painted apple moth, Teia anartoides |
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