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(Z)-13-Hexadecenyl Acetate: a Novel Moth Sex Pheromone Component from Herpetogramma submarginale (Lepidoptera: Crambidae)

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Abstract

The sex pheromone of Herpetogramma submarginale (Swinhoe) was studied by gas chromatography (GC) with electroantennographic detection and GC coupled with mass spectrometry. Two pheromone candidates detected in the gland extracts of females were identified as (Z)-13-hexadecenyl acetate (Z13-16:OAc) and (E)-13-hexadecenyl acetate (E13-16:OAc) in a ratio of 87:13 by mass spectral analysis of the natural pheromone components and their dimethyldisulfide adducts. In field tests, Z13-16:OAc alone attracted H. submarginale males and caught significantly more males than live virgin females. Addition of E13-16:OAc did not enhance the attractiveness of Z13-16:OAc. Derivatives of Z13-16:OAc also were tested as potential pheromone components. Addition of (Z)-13-hexadecen-1-ol significantly reduced the number of males captured, and (Z)-13-hexadecenal had no effect on the attractiveness of the lure. These results suggest that the female-produced sex pheromone of H. submarginale is Z13-16:OAc. This hexadecenyl acetate is a novel moth sex pheromone component.

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Acknowledgments

We thank Mr. Soki Kubota, Mses. Suzuka Yamanishi, Aguri Fujino, and students of the Lab. Applied Entomology in Faculty of Agriculture, Tottori University for help rearing H. submarginale larvae and adults. We also thank Dr. Takeshi Fujii in University of Tokyo, Prof. Masaaki Azuma, and Ms. Mariya Maruyama in Tottori University for supplying relevant information. This work was supported in part by a grant-aid for scientific research from the Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan [KAKENHI, Grant-in-Aid for Scientific Research (C) No. 25450071].

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Authors and Affiliations

  1. Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Nakacho 2-24-16, Koganei, Tokyo, 184-8588, Japan

    Qi Yan & Tetsu Ando

  2. Laboratory of Entomology, Department of Ecology and Environmental Sciences, Faculty of Agriculture, University of the Ryukyus, Sembaru 1, Nishihara, Okinawa, 903-0213, Japan

    Kento Kuriyama, Keisuke Nishikawa & Haruki Tatsuta

  3. Kochinda 251-3, Yaese, Okinawa, 901-0401, Japan

    Satoru Tominaga

  4. Laboratory of Applied Entomology, Faculty of Agriculture, Tottori University, Koyama-Minami 4-101, Tottori, Tottori, 680-8553, Japan

    Hideshi Naka

Authors
  1. Qi Yan
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  2. Kento Kuriyama
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  3. Keisuke Nishikawa
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  4. Satoru Tominaga
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  5. Haruki Tatsuta
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  6. Tetsu Ando
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  7. Hideshi Naka
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Correspondence to Hideshi Naka.

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Yan, Q., Kuriyama, K., Nishikawa, K. et al. (Z)-13-Hexadecenyl Acetate: a Novel Moth Sex Pheromone Component from Herpetogramma submarginale (Lepidoptera: Crambidae). J Chem Ecol 41, 441–445 (2015). https://doi.org/10.1007/s10886-015-0576-8

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  • DOI: https://doi.org/10.1007/s10886-015-0576-8

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