M. Rhainds et al., CHIRAL ESTERS - SEX-PHEROMONE OF THE BAGWORM, OIKETICUS-KIRBYI (LEPIDOPTERA, PSYCHIDAE), Journal of chemical ecology, 20(12), 1994, pp. 3083-3096
Gas chromatographic-electroantennographic detection (GC-EAD) analyses
of pheromone extract of female bagworms, Oiketicus kirbyi (Guilding),
revealed five EAD-active compounds. Retention index calculations, GC-m
ass spectrometry in both full-scan and selected-ion monitoring modes a
nd GC-EAD analyses of authentic standards identified the compounds as
1-methylbutyl octanoate (MBO), 1-methylbutyl nonanoate (MEN), 1-methyl
butyl decanoate (MBD), 1-methylpentyl decanoate (MPD), and 1-methylbut
yl dodecanoate (MBDD). Of these five chiral esters, MBD was most abund
ant in extracts and elicited the strongest antennal response. In field
experiments in Costa Rica, (R)-MBD attracted O. kirbyi males, whereas
(S)-MBD in combination with (R)-MBD inhibited response. R but not S e
nantiomers of MBO, MEN, and MBDD strongly synergized attraction to (R)
-MBD. (S)-MBO and (S)-MBDD were inactive, whereas (S)-MBN was inhibito
ry. (R)-, (S)- and racemic MPD were inactive. Blends of (R)-MBD in ter
nary combination with either (R)-MBO and (R)-MBN or (R)-MBN and (R)-MB
DD were as attractive as the five-ester blend. Five- and four-ester bl
ends were equally attractive, suggesting redundancy of pheromone compo
nents for attraction of males. The multiple sex pheromone component bl
end of chiral esters in O. kirbyi may have evolved to maintain species
-specific communication in bagworm communities of tropical Americas.