Abstract
Three triply-unsaturated hydrocarbons were identified from cuticular lipids of male and mixed-sex stable flies,Stomoxys calcitrans. The major compound, (Z,Z)-1,7,13-pentacosatriene, and two minor compounds, (Z,Z)-1,7,13-tetracosatriene and (Z,Z)-1,7,13-tricosatriene, were synthesized. Samples of male and female stable flies that differed in age, seasonality, geographic origin, rearing conditions of adults, and methods of extraction were analyzed for the presence of these triolefins. Females were found to have small quantities of the same C25 triolefin, which appeared to be identical to that in males. No evidence was seen for attraction of males or females to natural or synthetic triolefins.
Similar content being viewed by others
References
Beroza, M., andBierl, B.A. 1967. Rapid determination of olefin position in organic compounds in the microgram range by ozonolysis and gas-chromatography.Anal. Chem. 39:1131–1135.
Brand, J.M., Bracke, J.W., Markovetz, A.J., Wood, D.L., andBrowne, L.E. 1975. Production of verbenol pheromone by bacterium isolatad from bark beetles.Nature 254:136–137.
Dillwith, J.W., Blomquist, G.J., andNelson, D.R. 1981. Biosynthesis of the hydrocarbon components of the sex pheromone of the housefly,Musca domestica L.Insect Biochem. 11:247–253.
Harris, R.L., Oehler, D.D., andBerry, I.L. 1976. Sex pheromone of the stable fly: Affect on cuticular hydrocarbons of age, sex, species, and mating.Environ. Entomol. 5:973–977.
Hoyt, C.P., Osborne, G.O., andMulcock, A.P. 1971. Production of an insect sex attractant by symbiotic bacteria.Nature 230:472–473.
Jallon, J.M., Anthony, C., andBenamar, O. 1981. Un antiaphrodisiaque produit par les malesDrosophila melanogaster et transferé aux femelles lors de la copulation.C.R. Acad. Sci. Paris. 292:1147–1149.
Kovats, E. 1965. Pages 229–247,in J.C. Giddings and R.A. Keller (eds.). Advances in Chromatography, Vol. 1. Dekker, New York.
Morrison, P.E., Venkatesh, K., andThompson, B. 1982. The role of male accessory-gland substance on female reproduction with some observations of spermatogenesis in the stable fly.J. Insect Physiol. 28:607–614.
Muhammed, S. 1975. Stable fly (Stomoxys calcitrans) sex pheromones and their influence in males' sexual behavior. PhD thesis. University of Florida, Gainesville, Florida.
Muhammed, S., Butler, J.F., andCarlson, D.A. 1975. Stable fly sex attractant and mating pheromones found in female body hydrocarbons.J. Chem. Ecol. 1:387–398.
Schlein, Y., Galun, R., andBen-Eliahu, M.N. 1981. Abstinons male produced deterrents of mating in flies.J. Chem. Ecol. 7:285–290.
Sonnet, P.E. 1979. Synthesis of the male stable fly polyene (Z,Z)-1,7,13-pentacosatriene and its geometrical isomers.J. Chem. Ecol. 5:415–422.
Sonnet, P.E., Uebel, E.C., andMiller, R.W. 1977. An unusual polyene from male stableflies,J. Chem. Ecol. 3:251–255.
Uebel, E.C., Sonnet, P.E., andMiller, R.W. 1975. Sex pheromone of the stable fly: Isolation and preliminary identification of compounds that induce mating strike behavior.J. Chem. Ecol. 1:377–385.
Author information
Authors and Affiliations
Additional information
Mention of a proprietary or commercial product does not constitute an endorsement by either the U.S. Department of Agriculture or the University of Florida.
Rights and permissions
About this article
Cite this article
Carlson, D.A., Mackley, J.W. Polyunsaturated hydrocarbons in the stable fly. J Chem Ecol 11, 1485–1496 (1985). https://doi.org/10.1007/BF01012194
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF01012194