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Identification, Synthesis, and Behavioral Activity of 5,11-Dimethylpentacosane, A Novel Sex Pheromone Component of the Greater Wax Moth, Galleria Mellonella (L.)
Department of Biology, Lund University, 223 62 Lund, Sweden .
Department of Biology, Ondokuz Mayis University, Kurupelit, 55139 Samsun, Turkey .
Mid Sweden University, Faculty of Science, Technology and Media, Department of Chemical Engineering.
Mid Sweden University, Faculty of Science, Technology and Media, Department of Chemical Engineering.ORCID iD: 0000-0002-5543-2041
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2014 (English)In: Journal of Chemical Ecology, ISSN 0098-0331, E-ISSN 1573-1561, Vol. 40, no 4, p. 387-395Article in journal (Refereed) Published
Abstract [en]

The greater wax moth, Galleria mellonella (L.), is a serious and widespread pest of the honeybee, Apis mellifera L. In contrast to most moths, for which long-range mate finding is mediated by female-produced sex pheromones, G. mellonella males attract conspecific females over long distances by emitting large amounts of a characteristic scent in combination with bursts of ultrasonic calls. The male scent for this species was previously identified as a blend of nonanal and undecanal. When these compounds were bioassayed, characteristic short-range sexual behavior, including wing fanning, was triggered in conspecific females, but the aldehyde blend failed to elicit attraction over longer distances. We identified, via analysis and synthesis, a third male-specific compound, 5,11-dimethylpentacosane. We show that it acts as a behavioral synergist to the aldehydes. In wind tunnel experiments, very few female moths responded to the aldehyde blend or to 5,11-dimethylpentacosane tested separately, but consistently showed orientation and source contact when a combination of all three compounds was applied. The level of attraction to the three-component mixture was still lower than that to male extract, indicating that the composition of compounds in the synthetic blend is suboptimal, or that additional pheromone components of G. mellonella are yet to be identified. The identification of 5,11-dimethylpentacosane is an important step for the development of an efficient long-range attractant that will be integrated with other environmentally safe strategies to reduce damage to beehives caused by wax moths. © 2014 Springer Science+Business Media New York.

Place, publisher, year, edition, pages
2014. Vol. 40, no 4, p. 387-395
Keywords [en]
5, 11-dimethylpentacosane, Behavior, Electrophysiology, Galleria mellonella, Honeybee pest, Lepidoptera, Male pheromone, Synthesis
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-22062DOI: 10.1007/s10886-014-0410-8ISI: 000335656800018Scopus ID: 2-s2.0-84899912959OAI: oai:DiVA.org:miun-22062DiVA, id: diva2:720490
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Language of Original Document: English

Available from: 2014-05-30 Created: 2014-05-30 Last updated: 2017-12-05Bibliographically approved

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Sjöberg, NataliaHedenström, Erik

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