Identification of a sex pheromone component of Pseudococcus cryptus

Tomonori Arai, Hajime Sugie, Syuntaro Hiradate, Shigefumi Kuwahara, Noriaki Itagaki, Takashi Nakahata

    Research output: Contribution to journalArticlepeer-review

    28 Citations (Scopus)

    Abstract

    A sex pheromone component of Pseudococcus cryptus has been isolated and identified. The crude pheromone extract obtained by airborne collection was fractionated by liquid chromatography (LC) on Florisil, and further purified by high performance liquid chromatography and preparative Gas Chromatography (GC). The pheromone component was shown to be an ester, the alcohol part of which was identical to the known alcohol moiety of the pheromone of Planococcus citri. The chemical structure was determined to be 3-isopropenyl-2,2-dimethylcyclobutylmethyl 3-methyl-3-butenoate by MS and 1H NMR analyses. The absolute configuration of the pheromone was assigned as (1R,3R) by comparison of the retention time of the alcohol derived from the P. cryptus pheromone with those of the alcohol derived from P. citri pheromone, and a synthetic sample of alcohol enriched in the (1R,3R)-enantiomer, using a chiral GC stationary phase. The structure of the pheromone was confirmed by synthesis, and by bioassays in a glasshouse.

    Original languageEnglish
    Pages (from-to)2213-2223
    Number of pages11
    JournalJournal of Chemical Ecology
    Volume29
    Issue number10
    DOIs
    Publication statusPublished - 2003 Oct 1

    Keywords

    • (1R,3R)-3-isopropenyl-2,2-dimethylcyclobutylmethyl 3-methyl-3-butenoate
    • Identification
    • Pseudococcus cryptus
    • Sex pheromone

    ASJC Scopus subject areas

    • Ecology, Evolution, Behavior and Systematics
    • Biochemistry

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