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Identification and determination of (Z)-11-hexadecenal in sex pheromone of Helicoverpa armigera by GC–MS and bacterial bioluminescence methods

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Abstract

Helicoverpa armigera (Lepidoptera: Noctuidae) is a widespread kind of pest in Iran and many countries around the world which are economically important. )Z(-11-hexadecenal has been identified as a major component of the female sex pheromone of H. armigra moths. In the present study, gas chromatography-mass spectrometry (GC–MS) was used for the identification and determination of (Z)-11-hexadecenal. (Z)-11-hexadecenal is a long-chain aliphatic aldehyde. It was also measured by bacterial bioluminescence assay based on Luciferase-FMNH2 complex, NADH, aldehyde and O2 as a sensitive and selective method. The detection limit of )Z(-11-hexadecenal was obtained 0.019 mg/L in the linear range of 0.05–4.5 mg/L by the bioluminescence assay and the GC–MS analysis amount was 1.5 mg/L with the linearity range of 5–50 mg/L. The relative standards deviation for three measurements was 1.92 and 5.7% by bioluminescence assay and GC–MS, respectively. The average amount of (Z)-11-hexadecenal in sex pheromone per moth in 2–3 days old virgin female with the bioluminescence assay and GC–MS were obtained 3.2 and 3.02 ng ml−1, respectively. Afterward, the amount of (Z(-11-hexadecenal was compared with 8–10 days old adult females by bacterial bioluminescence assay.

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Acknowledgements

The authors would like to thank the Tirtash Research and Training Center, Behshahr, Iran, and Mr. Afshin Sajjadi for their cooperation in preparing sample.

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Authors and Affiliations

  1. Faculty of Analytical Chemistry, University of Mazandaran, Babolsar, Iran

    Mohammad Javad Chaichi & Samahe Mohammadkhani

  2. Department of Microbiology, University of Mazandaran, Babolsar, Iran

    Mojtaba Mohseni

  3. Tobacco Research Institute of Iran, Tirtash, Mazandaran Province, Iran

    Hoda Asemi

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  1. Mohammad Javad Chaichi
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  2. Samahe Mohammadkhani
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Correspondence to Mohammad Javad Chaichi.

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Chaichi, M.J., Mohammadkhani, S., Mohseni, M. et al. Identification and determination of (Z)-11-hexadecenal in sex pheromone of Helicoverpa armigera by GC–MS and bacterial bioluminescence methods. J IRAN CHEM SOC 20, 477–483 (2023). https://doi.org/10.1007/s13738-022-02682-w

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