Skip to main content
Log in

Alkenes as a Sexual Pheromone in the Alfalfa Leaf-Cutter Bee Megachile rotundata

  • Published:
Journal of Chemical Ecology Aims and scope Submit manuscript

Abstract

Because of its special biological features, the leaf-cutter bee Megachile rotundata is particularly well suited for breeding and use as a pollinator for fodder plants such as alfalfa. Its mating behavior has been extensively studied. Behavioral tests have shown that males explore any black spot as a potential mating partner. However, exclusive selection of young virgin females suggests involvement of olfactory cues in addition to visual stimuli. Experiments demonstrated that mating behavior could be induced in males by lures covered with pentane extracts of the epicuticular waxes of young females. These extracts contain 35% fatty acids, 26% alkanes, and 39% monoenes. Variations in the monoene subfraction allow distinction between young virgin females, which possess more 7-pentacosene and 9-pentacosene, and older females, which have more 5-monoenes. The findings show that male mate-seeking and copulatory activity is stimulated only by young female monoenes. A 40% increase in this activity was observed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

REFERENCES

  • Alcock, J., Jones, C. E., and Buchman, S. L. 1976. Location before emergence of the female bee, Centris pallida, by its male (Hymenoptera: Anthophoridae). J. Zool. London 179:189-199.

    Google Scholar 

  • Attygalle, A. B., Vostrowsky, O., Bestmann, H. J., and Morgan, E. D. 1986. New chemicals from the Dufour gland of the Formicine ant Lasius niger (Hymenoptera: Formicidae). Insect Biochem. 17:219-225.

    Google Scholar 

  • BagnÈres, A.-G., Errard C., Mulheim, C., Joulie, C., and Lange, C. 1991. Induced mimicry of colony odors in ants. J. Chem. Ecol. 17:1641-1664.

    Google Scholar 

  • Barrows, E. M. 1975. Mating behavior in halictine bees (Hymenoptera: Halictidae): III. Copulatory behavior and olfactory communication. Insectes Soc. 22:307-332.

    Google Scholar 

  • Bergmark, L., Borg-Karlson, A.-K., and TengÖ, J. 1984. Female characteristics and odor cues in mate recognition in Dasypoda altercator (Hym., Melittidae). Nova Acta Regiae Soc. Sci. Ups., Ser. V: C 3:37-143.

    Google Scholar 

  • Bjostad, L. B., Wolf, W. A., and Roelofs, W. L., 1987. Pheromone biosynthesis in Lepidopterans: Desaturation and chain shortening, pp. 77-120, in G. L. Prestwich and G. J. Blomquist (eds.). Pheromone Biochemistry. Academic Press, New York.

    Google Scholar 

  • Blomquist, G. J., Chu, A. J., and Remaley, S. 1980. Biosynthesis of wax in the honeybee, Apis mellifera L. Insect Biochem. 10:313-321.

    Google Scholar 

  • Blomquist, G. J., Nelson, D. R., and deRenobales, M. 1987. Chemistry, biochemistry, and physiology of insect cuticular lipids. Arch. Insect Biochem. Physiol. 6:227-265.

    Google Scholar 

  • Bohart, G. E. 1972. Management of wild bees for the pollination of crops. Annu. Rev. Entomol. 17:287-312.

    Google Scholar 

  • Butler, C. G. 1965. Sex attraction in Andrena flavipes (Hymenoptera: Apidae), with some observations on nest-site restriction. Proc. R. Entomol. Soc., London 40A:77-80.

    Google Scholar 

  • Cane, J. H., and Tengo, J. 1981. Pheromonal cues direct mate-seeking behavior of male Colletes cunicularius (Hymenoptera: Colletidae). J. Chem. Ecol. 7:427-436.

    Google Scholar 

  • Carlson, D. A., Langley, P. A., and Huyton, P. 1971. Sex pheromone of the house fly: Isolation, identification, and synthesis of contact aphrodisiacs. Science 201:750-753.

    Google Scholar 

  • Carlson, D. A., Roubik, D. W., and Milstrey, K. 1991. Distinctive hydrocarbons among giant honey bees, the Apis dorsata group (Hymenoptera: Apidae). Apidologie 22:169-181.

    Google Scholar 

  • Finidori-Logli, V., BagnÈres, A.-G., Erdmann, D., Francke, W., and ClÉment, J.-L. 1996. Sex recognition in Diglyphus isaea Walker (Hymenoptera: Eulophidae): Role of an uncommon family of behaviorally active compounds. J. Chem. Ecol. 22:2063-2079.

    Google Scholar 

  • Francis, G. W., and Veland, K., 1981. Alkylthiolation for the determination of double-bond positions in linear alkenes. J. Chromatogr. 219:379-384.

    Google Scholar 

  • Francis, B. R., Blanton, W. E., and Nunamaker, R. A., 1985. Extractable surface hydrocarbons of workers and drones of the genus Apis. J. Apic. Res. 21:13-26.

    Google Scholar 

  • Francis, B. R., Blanton, W. E., Littlefield, J. L., and Nunamaker, R. A. 1989. Hydrocarbons of the cuticle and hemolymph of the adult honey bee (Hymenoptera: Apidae). Ann. Entomol. Soc. Am. 82:486-494.

    Google Scholar 

  • Free, J. B. 1971. Stimuli eliciting mating behavior of bumble bee (Bombus pratorum L.) male. Behaviour 40:55-61.

    Google Scholar 

  • Gary, N. E. 1962. Chemical mating attractant in queen honeybee. Science 136:773-774.

    Google Scholar 

  • Gerber, H. S. 1969. Factors affecting the sex ratio and nesting behavior of Megachile rotundata (Fab.) (Hymenoptera: Megachilidae). PhD Thesis. Washington State University.

  • Hadley, N. F., Blomquist, G. J., and Lanham, U. N. 1981. Cuticular hydrocarbons of four species of Colorado Hymenoptera. Insect. Biochem. 11:173-177.

    Google Scholar 

  • Howard, R. W. 1993. Cuticular hydrocarbons and chemical communication, pp. 179-226, in D. W. Stanley-Samuelson and D. R. Nelson (eds.). Insect Lipids. University of Nebraska Press, Lincoln.

    Google Scholar 

  • Klostermeyer, E. C. 1982. Biology of the Alfalfa leafcutting bee, pp. 10-19, in G. H. Rank (ed.) Proceedings of the First International Symposium on Alfalfa Leafcutting Bee Management. August 16–18, 1982, University of Saskatchewan, Saskatoon, Canada.

    Google Scholar 

  • Kullenberg, B. 1956. Field experiments with chemical sexual attractants on aculeate Hymenoptera males. Zool. Bidr. Uppsala 31:253-352.

    Google Scholar 

  • Kullenberg, B. 1973. Field experiments with chemical sexual attractants on aculeate Hymenoptera males, II. Zoon Suppl. 1:31-42.

    Google Scholar 

  • Lockey, K. H. 1988. Lipids of the insect cuticle: Origin, composition and function. Comp. Biochem. Physiol. 89B:595-645.

    Google Scholar 

  • McGregor, S. E. 1976. Insect pollinization of cultivated crop plants. Agriculture Handbook No. 496. U.S.D.A., Washington, D.C.

    Google Scholar 

  • McDaniel, C. A., Howard, R. W., Blomquist, G. J., and Collins, A. M. 1983. Hydrocarbons of the cuticle, sting apparatus, and sting shaft of Apis mellifera L. Identification and preliminary evaluation as chemotaxonomic characters. Sociobiology 8:287-298.

    Google Scholar 

  • Meyer-Holzapfel, M. von 1984. Zur ethologie des Männchens der trugbiene (Panurgus banksianus Kirby) (Hymenoptera: Apidae). Z. Tierpsychol. 64:221-252.

    Google Scholar 

  • Oldham, N. J., Billen, J., and Morgan, E. D. 1994. On the similarity of the Dufour gland secretion and the cuticular hydrocarbons of some bumblebees. Physiol. Entomol. 19:115-123.

    Google Scholar 

  • Pain, J., and Ruttner, F. 1963. Les extraits des glandes mandibulaires des reines d'abeilles attirent les mâles durant le vol nuptial. C.R. Acad. Sci. Paris 256:512-515.

    Google Scholar 

  • Raw, A. 1976. The behavior of males of the solitary bee Osmia rufa (Megachilidae) searching for females. Behaviour 56:279-285.

    Google Scholar 

  • Schwartz, D. 1988. Méthodes Statistiques à l'Usage des Médecins et Biologistes. Flammarion, Paris.

    Google Scholar 

  • Scribe, P., Guezennec, J., Dagaut, J., Pepe, C., and Saliot, A. 1988. Identification of the position and the stereochemistry of the double bond in monounsaturated fatty acid methyl esters by gas chromatography/mass spectrometry of dimethyl disulfide derivatives. Anal. Chem. 60:928-931.

    Google Scholar 

  • Shimron, O., and Hefetz, A. 1985. Mating behavior and sex attraction of Eucera palestinae Friese (Hymenoptera: Anthophoridae). J. Kans. Entomol. Soc. 58:526-531.

    Google Scholar 

  • Siegel, S. 1956. Nonparametric Statistics for the Behavioral Sciences. McGraw-Hill, New York.

    Google Scholar 

  • Singer, T. L., 1998. Roles of hydrocarbons in the recognition systems of insects. Am. Zool. 38:394-405.

    Google Scholar 

  • Smith, B. H., and Ayasse, M. 1987. Kin-based male mating preferences in two species of halictine bee. Behav. Ecol. Sociobiol. 20:313-318.

    Google Scholar 

  • Smith, B. H., Carlson, R. G., and Frazier, J. 1985. Identification and bioassay of macrocyclic lactone sex pheromone of the halictine bee Lasioglossum zephyrum. J. Chem. Ecol. 11:1447-1456.

    Google Scholar 

  • Stephen, W. P., and Torchio, P. F. 1961. Biological notes on the leaf-cutter bee Megachile (Eutricharaea) rotundata (Fabricius). Pan-Pac. Entomol. 37:85-93.

    Google Scholar 

  • Still, W. C., Kahn, M., and Mitra, A. 1978. Rapid chromatographic technique for preparative separations with moderate resolution. J. Org. Chem. 43:2923-2925.

    Google Scholar 

  • Szabo, T. I., and Smith, M. V. 1972. The influence of light intensity and temperature on the activity of the alfalfa leaf-cutter bee Megachile rotundata under field conditions. J. Apic. Res. 11:157-165.

    Google Scholar 

  • TasÉi, J.-N., and CarrÉ, S., 1984. Élevages de Mégachiles en France. Notice technique I.N.R.A., Lusignan, France.

    Google Scholar 

  • TengÖ, J. 1979. Odour-released behavior in Andrena male bees (Apoidea, Hymenoptera). Zoon 7:15-48.

    Google Scholar 

  • TengÖ, J., Eriksson, J., Borg-Karlson, A.-K., Smith, B. H., and Dobson, H. 1988. Mate-locating strategies and multimodal communication in male mating behavior Panurgus banksianus and P. calcarata. J. Kans. Entomol. Soc. 61:388-395.

    Google Scholar 

  • Velthuis, H. H. W., and Gerling, D. 1980. Observations on territoriality and mating behavior of the carpenter bee Xylocopa sulcatipes. Entomol. Exp. Appl. 28:82-91.

    Google Scholar 

  • Wcislo, T. W. 1992. Attraction and learning in mate-finding by solitary bees, Lasioglossum (Dialictus) figueresi Wcislo and Nomia triangulifera Vachal (Hymenoptera: Halictidae). Behav. Ecol. Sociobiol. 31:139-148.

    Google Scholar 

  • Zagatti, P. 1985. Approche Evolutive du Comportement Précopulatoire chez les Lépidoptères Ditrysiens. PhD Thesis. Université Pierre et Marie Curie, Paris.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Paulmier, I., Bagnères, AG., Afonso, C.M.M. et al. Alkenes as a Sexual Pheromone in the Alfalfa Leaf-Cutter Bee Megachile rotundata . J Chem Ecol 25, 471–490 (1999). https://doi.org/10.1023/A:1020993518226

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1020993518226

Navigation