Journal of Chemical Ecology

, Volume 10, Issue 9, pp 1309–1323 | Cite as

Identification of new sex pheromone components inTrichoplusia ni, predicted from biosynthetic precursors

  • L. B. Bjostad
  • C. E. Linn
  • J. -W. Du
  • W. L. Roelofs


In addition to the previously identified components (Z)-7-dodecenyl acetate and dodecyl acetate, sex pheromone glands ofTrichoplusia ni release (Z)-5-dodecenyl acetate, 11-dodecenyl acetate, (Z)-7-tetradecenyl acetate, and (Z)-9-tetradecenyl acetate. Bioassays in a flight tunnel showed that a synthetic blend of these six compounds elicited complete flights to the source from 95% of the males tested and elicited hairpenciling responses at the end of the flights from 88% of the males tested. This blend was not significantly different from intact pheromone glands, which elicited complete flights to the source from 98% of the males tested and hairpenciling responses from 91% of the males tested. In contrast, the previously identified two-component blend elicited significantly fewer complete flights to the source (33%) and did not elicit hairpenciling responses from any of the males tested. The search for additional sex pheromone components was prompted by our previous identification of unusual fatty acyl moieties in the gland that seemed to be possible biosynthetic intermediates.

Key words

Lepidoptera Noctuidae Trichoplusia ni pheromone (Z)-7-dodecenyl acetate (Z)-5-dodecenyl acetate 11-dodecenyl acetate (Z)-7-tetradecenyl acetate (Z)-9-tetradecenyl acetate biosynthesis 


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  1. Baker, T.C., Gaston, L.K., Mistrot Pope, M., Kuenen, L.P.S., andVetter, R.S. 1981. A high-efficiency collection device for quantifying sex pheromone volatilized from female glands and synthetic sources.J. Chem. Ecol. 7:961–968.Google Scholar
  2. Berger, R. S. 1966. Isolation, identification, and synthesis of the sex attractant of the cabbage looper,Trichoplusia ni. Ann. Entomol. Soc. Am. 59:767–771.Google Scholar
  3. Beroza, M., andBierl, B.A. 1967. Rapid determination of olefin position in organic compounds in microgram range by ozonolysis and gas chromatography.Anal. Chem. 39:1131–1135.Google Scholar
  4. Bjostad, L.B., andRoelofs, W.L. 1983. Sex pheromone biosynthesis inTrichoplusia ni: Key steps involve delta-11 desaturation and chain shortening.Science 220:1387–1389.Google Scholar
  5. Bjostad, L.B., Gaston, L.K., Noble, L.L., Moyer, J.H., andShorey, H.H. 1980a. Dodecyl acetate, a second pheromone component of the cabbage looper,Trichoplusia ni. J. Chem. Ecol. 6:727–734.Google Scholar
  6. Bjostad, L.B., Gaston, L.K., andShorey, H.H. 1980b. Temporal pattern of sex pheromone release by femaleTrichoplusia ni.J. Insect Physiol. 26:493–498.Google Scholar
  7. Farkas, S.R., Shorey, H.H., andGaston, L.K. 1974. Sex pheromones of Lepidoptera. The use of widely separated evaporators of looplure for the disruption of pheromone communication inTrichoplusia ni.Environ. Entomol. 3:876–877.Google Scholar
  8. Gaston, L.K., Shorey, H.H., andSaario, C.A. 1967. Insect population control by the use of sex pheromones to inhibit orientation between the sexes.Nature 213:1155.Google Scholar
  9. Gaston, L.K., Shorey, H.H., andSaario, C.A. 1971. Sex pheromones of noctuid moths. XVIII. Rate of evaporation of a model compound ofTrichoplusia ni sex pheromone from different substrates at various temperatures and its application to insect orientation.Ann. Entomol. Soc. Am. 64:381–384.Google Scholar
  10. Gothilf, S., andShorey, H.H. 1975. Sex pheromones of Lepidoptera: examination of the role of male scent brushes in courtship behavior ofTrichoplusia ni.Environ. Entomol. 5:115–119.Google Scholar
  11. Kaae, R.S., andShorey, H.H. 1972. Sex pheromones of Lepidoptera. XXIX. An improved double-cone trap formales ofTrichoplusia ni.Environ. Entomol. 1:675–677.Google Scholar
  12. Kaae, R.S., Shorey, H.H., Mcfarland, S.U., andGaston, L.K. 1973a. Sex pheromones of Lepidoptera. XXXVII. Role of sex pheromones and other factors in reproductive isolation among ten species of Noctuidae.Ann. Entomol. Soc. Am. 66:444–448.Google Scholar
  13. Kaae, R.S., Shorey, H.H., andGaston, L.K. 1973b. Pheromone concentration as a mechanism for reproductive isolation between two lepidopterous species.Science 179:487–488.Google Scholar
  14. Kaae, R.S., Shorey, H.H., Gaston, L.K., andHummel, H.H. 1974. Sex pheromones of Lepidoptera: disruption of pheromone communication inTrichoplusia ni andPectinophora gossypiella by permeation of the air with non-pheromone chemicals.Environ. Entomol. 3:87–89.Google Scholar
  15. Klun, J.A., Blickenstaff, C.C., Schwarz, M., Leonhardt, B.A., andPlimmer, J.R. 1983. Western bean cutworm,Loxagrotis albicosta (Lepidoptera: Noctuidae): Female sex pheromone identification.Environ. Entomol. 12:714–717.Google Scholar
  16. Kuhr, R.J., Comeau, A., Roelofs, W.L. 1972. Measuring release rates of pheromone analogues and synergists from polyethylene caps.Environ. Entomol. 1:625–627.Google Scholar
  17. Linn, C.E., andGaston, L.K. 1981a. Behavioral responses of maleTrichoplusia ni in a sustained-flight tunnel to the two sex pheromone components.Environ. Entomol. 10:379–385.Google Scholar
  18. Linn, C.E., andGaston, L.K. 1981b. Behavioral function of the components and the blend of the sex pheromone of the cabbage looper,Trichoplusia ni. Environ. Entomol. 10:751–755.Google Scholar
  19. Linn, C.E., andRoelofs, W.L. 1981. Modification of sex pheromone blend discrimination in male Oriental fruit moths by pre-exposure to (E)-8-dodecenyl acetate.Physiol. Entomol. 6:421–429.Google Scholar
  20. McLauohlin, J.R., Mitchell, E.R., Chambers, D.L., andTumlinson, J.H. 1974. Perception of (Z)-7-dodecen-1-ol and modification of the sex pheromone response of male loopers.Environ. Entomol. 3:677–680.Google Scholar
  21. McLaughlin, J.R., Mitchell, E.R., andBeroza, M. 1975.E Isomer ofZ-7-dodecen-1-ol acetate behaviorally neutral in pheromone traps for male cabbage loopers and soybean loopers.J. Ga. Entomol. Soc. 10:338–341.Google Scholar
  22. Miller, J.R., andRoelofs, W.L. 1978. Sustained-flight tunnel for measuring insect responses to wind-borne sex pheromones.J. Chem. Ecol. 4:187–198.Google Scholar
  23. Pope, M., Gaston, L.K., andBaker, T.C. 1982. Composition, quantification, and periodicity of sex pheromone gland volatiles from individualHeliothis virescens females.J. Chem. Ecol. 8:1043–1055.Google Scholar
  24. Ryan, J.A. 1960. Significance tests for multiple comparison of proportions, variances and other statistics.Psychol. Bull. 57:318–328.PubMedGoogle Scholar
  25. Saario, C.A., Shorey, H.H., andGaston, L.K. 1970. Sex pheromones of noctuid moths. XIX. Effect of environmental and seasonal factors on captures of males ofTrichoplusia ni in pheromone-baited traps.Ann. Entomol. Soc. Am. 63:667–672.Google Scholar
  26. Sharma, R.K., Shorey, H.H. andGaston, L.K. 1970. Sex pheromones of noctuid moths. XXIV. Evaluation of pheromone traps for males ofTrichoplusia ni.Ann. Entomol. Soc. Am. 63:667–672.Google Scholar
  27. Shorey, H.H., andHale, R.H. 1965. Mass-rearing of the larvae of nine noctuid species on a simple artificial medium.J. Econ. Entomol. 58:522–524.Google Scholar
  28. Shorey, H.H., Kaae, R.S., Gaston, L.K., andMcLaughlin, J.R. 1972. Sex pheromones of Lepidoptera. XXX. Disruption of sex pheromone communication inTrichoplusia ni as a possible means of mating control.Environ. Entomol. 1:641–645.Google Scholar
  29. Shorey, H.H., Gaston, L.K., andSaario, C.A. 1967. Sex pheromones of noctuid moths. XIV. Feasibility of behavioral control by disrupting pheromone communication in cabbage loopers.J. Econ. Entomol. 60:1541–1545.Google Scholar
  30. Steck, W., Underhill, E.W., Bailey, B.K., andChisholm, M.D. 1982a. Trace co-attractants in synthetic sex lures for 22 noctuid moths.Experientia 38:94–96.Google Scholar
  31. Steck, W., Underhill, E.W., andChisolm, M.D. 1982b. Structure-activity relationships in sex attractants for North American Noctuid moths.J. Chem. Ecol. 8:731–754.Google Scholar
  32. Tumlinson, J.H., Mitchell, E.R., Browner, S.M., andLindquist, D.A. 1972.cis-7-Dodecen-1-ol, a potent inhibitor of the cabbage looper sex pheromone.Environ. Entomol. 1:466–468.Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • L. B. Bjostad
    • 1
  • C. E. Linn
    • 1
  • J. -W. Du
    • 2
  • W. L. Roelofs
    • 1
  1. 1.Department of EntomologyNew York State Agricultural Experiment StationGeneva
  2. 2.Shanghai Institute of EntomologyAcademia SinicaShanghaiP.R.C.

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