Identification of (R)-2-butanol as a sex attractant pheromone of the white grub beetle, Dasylepida ishigakiensis (Coleoptera: Scarabaeidae), a serious sugarcane pest in the Miyako Islands of Japan

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The white grub beetle, Dasylepida ishigakiensis (Niijima et Kinoshita), is a serious pest of sugarcane in the Miyako Islands of Okinawa, Japan. Two evident electroantennographic (EAG) responses were observed by solid-phase microextraction sampling from female secretion and subsequent gas chromatography-electroantennographic detection (GC-EAD) analyses. These were identified as 2-propanol and 2-butanol by GC-MS analyses. GC-EAD on a chiral column showed two evident EAG signals corresponding to 2-butanol enantiomers, but the ratio and amounts could not be determined because of the small amounts. (R)-2-Butanol elicited the strongest EAG response, followed by (S)-2-butanol and 2-propanol, which showed 1/10 and 1/100 of the response of the first compound, respectively. In the field, only (R)-2-butanol attracted feral males when it was baited as 1 ml water solution of 1–100 μg of this compound, (S)-2-butanol, racemic mixture or 2-propanol on cotton ball lures (ca. 1.5 cm diameter) in vane-traps. When 2-propanol was blended with 10 μg/ml of (R)-2-butanol solution on cotton ball lures, male catches decreased as the amount of 2-propanol increased. From these results it was concluded that (R)-2-butanol was a component of the sex attractant pheromone of D. ishigakiensis while (S)-enantiomer and 2-propanol showed inhibitory effects when they were blended with the first compound.