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Male-Produced Sex Pheromone of the Cerambycid Beetle Hedypathes betulinus: Chemical Identification and Biological Activity

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Abstract

We identified, synthesized, determined the diel periodicity of release, and tested the bioactivity of components of the male-produced sex pheromone of Hedypathes betulinus (Coleoptera: Cerambycidae: Lamiinae). Gas chromatographic-mass spectrometric analysis of headspace volatiles from adult beetles showed three male-specific compounds, which were identified as (E)-6,10-dimethyl-5,9-undecadien-2-yl acetate (major component), (E)-6,10-dimethyl-5,9-undecadien-2-one (geranylacetone), and (E)-6,10-dimethyl-5,9-undecadien-2-ol. Release of these chemicals was dependent on time of the photoperiod and presence of the host plant. Pheromone release took place primarily during the photophase, with maximum release occurring between 4 and 6 hr after the onset of photophase. The amount of pheromone released by males was much greater when they were in the presence of their host plant than when they were not. In Y-tube olfactometer tests, a ternary mixture of the compounds was attractive to female beetles, although the individual compounds were not attractive by themselves. Addition of volatiles from the host plant greatly increased the attractiveness of the ternary pheromone mixture and of the major pheromone component alone.

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Acknowledgments

We thank VIER farm for providing access to their fields for insect collection. This research was supported by the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq, Brazil) and Instituto Nacional de Ciências e Tecnologia de Semioquímicos na Agricultura. We also thank Dr. Jeffrey R. Aldrich (USDA-ARS, Beltsville, MD/USA) for revising the draft version of the manuscript.

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  1. Laboratório de Semioquímicos, Departamento de Química, Universidade Federal do Paraná, CP 19081, CEP 81531-990, Curitiba, PR, Brazil

    Marcy G. Fonseca, Diogo M. Vidal & Paulo H. G. Zarbin

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  1. Marcy G. Fonseca
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  2. Diogo M. Vidal
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  3. Paulo H. G. Zarbin
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Correspondence to Paulo H. G. Zarbin.

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Fonseca, M.G., Vidal, D.M. & Zarbin, P.H.G. Male-Produced Sex Pheromone of the Cerambycid Beetle Hedypathes betulinus: Chemical Identification and Biological Activity. J Chem Ecol 36, 1132–1139 (2010). https://doi.org/10.1007/s10886-010-9850-y

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