Ws. Leal et al., APPLICATION OF CHIRAL GAS-CHROMATOGRAPHY WITH ELECTROANTENNOGRAPHIC DETECTION TO THE DETERMINATION OF THE STEREOCHEMISTRY OF A COCKROACH SEX-PHEROMONE, Proceedings of the National Academy of Sciences of the United Statesof America, 92(4), 1995, pp. 1033-1037
The coupling of an electroantennographic detector to a chiral capillar
y gas chromatographic system provides a highly sensitive technique for
the determination of pheromone stereochemistry. Electronic modificati
on of the usual electroantennographic detector enables the detector to
respond to the relatively broad peaks produced by chiral gas chromato
graphic systems. By using this methodology, supellapyrone, a female se
x pheromone of the brownbanded cockroach Supella longipalpa (Orthopter
a: Blattellidae), is shown to be 2'R,4'R-dimethylheptanyl)-3-methyl-2H
-pyran-2-one.