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  • Sex pheromone of the scarab beetle Phyllophaga elenans and some intriguing minor components.

Sex pheromone of the scarab beetle Phyllophaga elenans and some intriguing minor components.

Journal of chemical ecology (2003-03-22)
Walter S Leal, Allan C Oehlschlager, Paulo H G Zarbin, Eduardo Hidalgo, Philip J Shannon, Yasuhiro Murata, Lilliana Gonzalez, Romano Andrade, Mikio Ono
ABSTRACT

Three amino acid-derived compounds were identified in extracts from the pheromone glands of the scarab beetle Phyllophaga elenans, i.e., L-isoleucine methyl ester (LIME), N-formyl L-isoleucine methyl ester (For-LIME), and N-acetyl L-isoleucine methyl ester (Ac-LIME). The compounds were characterized from their spectral data (MS and IR), confirmed by synthesis, and their absolute configurations were assigned by gas chromatography with a chiral phase column. The amount of LIME in calling females was ca. 2 microg/gland, whereas only traces of For-LIME and Ac-LIME (0.005% of LIME) were detected in fresh extracts. Regardless of the storage temperature, the amounts of the minor constituents in the extracts increased overtime. Field tests showed that traps baited with For-LIME captured more beetles than control traps. Ac-LIME per se was not attractive, and it did not increase trap catches when combined with For-LIME. Traps baited with LIME caught ca. 150 beetles/trap/day, but catches did not increase with the addition of For-LIME and/or Ac-LIME in binary or tertiary blends.