Deciphering the signature of cuticular lipids with contact sex pheromone function in a parasitic wasp

Journal of Experimental Biology

Volumn 215, Issue 14, 2012, Pages 2471-2478

  Kühbandner, Stephan ^a   Sperling, Sergej ^a   Mori, Kenji ^b   Ruther, Joachim ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b Photosensitive Materials Research Center   (Japan)

Author keywords

3 methylheptacosane; Contact sex pheromone; Cuticular hydrocarbons; Lariophagus distinguendus; Triacylglycerides

Indexed keywords

ESTER; HYDROCARBON; SEX PHEROMONE; TRIACYLGLYCEROL;

ANIMAL; ANIMAL BEHAVIOR; ARTICLE; BIOASSAY; FEMALE; FORELIMB; INTEGUMENTARY SYSTEM; LIPID METABOLISM; MALE; MASS FRAGMENTOGRAPHY; METABOLISM; PARASITE; PHYSIOLOGY; WASP;

ANIMALS; BEHAVIOR, ANIMAL; BIOLOGICAL ASSAY; ESTERS; FEMALE; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HYDROCARBONS; INTEGUMENTARY SYSTEM; LIPID METABOLISM; MALE; PARASITES; SEX ATTRACTANTS; TRIGLYCERIDES; WASPS; WING;

HEXAPODA; LARIOPHAGUS DISTINGUENDUS; VESPOIDEA;

EID: 84863815988     PISSN: 00220949     EISSN: None     Source Type: Journal    
DOI: 10.1242/jeb.071217     Document Type: Article

References (58)

1. Baker, J. E., Sukkestad, D. R., Nelson, D. R. and Fatland, C. L. (1979). Cuticular lipids of larvae and adults of the cigarette beetle, Lasioderma serricorne. Ins. Biochem. 9, 603-611.
2. Blaul, B. and Ruther, J. (2011). How parasitoid females produce sexy sons: a causal link between oviposition preference, dietary lipids and mate choice in Nasonia. Proc. R. Soc. B 278, 3286-3293.
3. Blomquist, G. J. and Bagneres, A. G. (2010). Introduction: history and overview of insect hydrocarbons. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 3-18. Cambridge: Cambridge University Press.
4. Bos, N., Dreier, S., Jørgensen, C. G., Nielsen, J., Guerrieri, F. J. and d'Ettorre, P. (2012). Learning and perceptual similarity among cuticular hydrocarbons in ants. J. Insect Physiol. 58, 138-146.
5. Brey, P. T., Ohayon, H., Lesourd, M., Castex, H., Roucache, J. and Latge, J. P. (1985). Ultrastructure and chemical composition of the outer layers of the cuticle of the pea aphid Acyrthosiphon pisum (Harris). Comp. Biochem. Physiol. 82A, 401-411.
6. Buckner, J. S. (1993). Cuticular polar lipids of insects. In Insect Lipids: Chemistry, Biochemistry, and Biology (ed. D. W. Stanley-Samuelson and D. R. Nelson), pp. 227-270. Lincoln, NB: University of Nebraska Press.
7. Buckner, J. S. (2010). Oxygenated derivatives of hydrocarbons. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 187-204. Cambridge: Cambridge University Press.
8. Butte, W. (1983). Rapid method for the determination of fatty acid profiles from fats and oils using trimethylsulfonium hydroxide for transesterification. J. Chromatogr. 261, 142-145. (Pubitemid 13071468)
9. Carlson, D. A., Bernier, U. R. and Sutton, B. D. (1998). Elution parameters from capillary GC for methyl-branched alkanes. J. Chem. Ecol. 24, 1845-1865. (Pubitemid 28546054)
10. Colazza, S., Aquila, G., De Pasquale, C., Peri, E. and Millar, J. G. (2007). The egg parasitoid Trissolcus basalis uses n-nonadecane, a cuticular hydrocarbon from its stink bug host Nezara viridula, to discriminate between female and male hosts. J. Chem. Ecol. 33, 1405-1420. (Pubitemid 47019954)
11. Cvacka, J., Jiros, P., Sobotnik, J., Hanus, R. and Svatos, A. (2006). Analysis of insect cuticular hydrocarbons using matrix-Assisted laser desorption/ionization mass spectrometry. J. Chem. Ecol. 32, 409-434.
12. Darrouzet, E., Lebreton, S., Gouix, N., Wipf, A. and Bagneres, A. G. (2010). Parasitoids modify their oviposition behavior according to the sexual origin of conspecific cuticular hydrocarbon traces. J. Chem. Ecol. 36, 1092-1100.
13. Duff, C. M., Gries, G., Mori, K., Shirai, Y., Seki, M., Takikawa, H., Sheng, T., Slessor, K. N., Gries, R., Maier, C. T. et al. (2001). Does pheromone biology of Lambdina athasaria and L. pellucidaria contribute to their reproductive isolation? J. Chem. Ecol. 27, 431-442. (Pubitemid 32554181)
14. Eliyahu, D., Mori, K., Takikawa, H., Leal, W. S. and Schal, C. (2004). Behavioral activity of stereoisomers and a new component of the contact sex pheromone of female German cockroach, Blattella germanica. J. Chem. Ecol. 30, 1839-1848. (Pubitemid 39318597)
15. Endler, A., Liebig, J., Schmitt, T., Parker, J. E., Jones, G. R., Schreier, P. and Hölldobler, B. (2004). Surface hydrocarbons of queen eggs regulate worker reproduction in a social insect. Proc. Natl. Acad. Sci. USA 101, 2945-2950. (Pubitemid 38327716)
16. Ferveur, J. F. and Cobb, M. (2010). Behavioral and evolutionary roles of cuticular hydrocarbons in Diptera. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 325-343. Cambridge: Cambridge University Press.
17. Geiselhardt, S., Otte, T. and Hilker, M. (2009). The role of cuticular hydrocarbons in male mating behavior of the mustard leaf beetle, Phaedon cochleariae (F.). J. Chem. Ecol. 35, 1162-1171.
18. Gibbs, A. G. and Rajpurohit, S. (2010). Cuticular lipids and water balance. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 100-120. Cambridge: Cambridge University Press.
19. Ginzel, M. D. (2010). Hydrocarbons as contact pheromones of longhorned beetles (Coleoptera: Cerambycidae). In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 375-389. Cambridge: Cambridge University Press.
20. Ginzel, M. D., Blomquist, G. J., Millar, J. G. and Hanks, L. M. (2003). Role of contact pheromones in mate recognition in Xylotrechus colonus. J. Chem. Ecol. 29, 533-545. (Pubitemid 36418540)
21. Greene, M. J. and Gordon, D. M. (2003). Social insects -cuticular hydrocarbons inform task decisions. Nature 423, 32. (Pubitemid 36569576)
22. Greene, M. J. and Gordon, D. M. (2007). Structural complexity of chemical recognition cues affects the perception of group membership in the ants Linephithema humile and Aphaenogaster cockerelli. J. Exp. Biol. 210, 897-905. (Pubitemid 46569820)
23. Guedot, C., Millar, J. G., Horton, D. R. and Landolt, P. J. (2009). Identification of a sex attractant pheromone for male winterform pear psylla, Cacopsylla pyricola. J. Chem. Ecol. 35, 1437-1447.
24. Hammer, O., Harper, D. A. T. and Ryan, P. D. (2011). Paleontological statistics (PAST). Available at: http://folk.uio.no/ohammer/past/index.html.
25. Hefetz, A., Wicker-Thomas, C. and Bagneres, A. G. (2010). Future directions in hydrocarbon research. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 477-485. Cambridge: Cambridge University Press.
26. Holman, L., Jorgensen, C. G., Nielsen, J. and d'Ettorre, P. (2010). Identification of an ant queen pheromone regulating worker sterility. Proc. R. Soc. Lond. B 277, 3793-3800.
27. Howard, R. W. (1993). Cuticular hydrocarbons and chemical communication. In Insect Lipids: Chemistry, Biochemistry, and Biology (ed. D. W. Stanley-Samuelson and D. R. Nelson), pp. 179-226. Lincoln, NB: University of Nebraska Press.
28. Howard, R. W. (2001). Cuticular hydrocarbons of adult Pteromalus cerealellae (Hymenoptera: Pteromalidae) and two larval hosts, angoumois grain moth (Lepidoptera: Gelechiidae) and cowpea weevil (Coleptera: Bruchidae). Ann. Entomol. Soc. Am. 94, 152-158. (Pubitemid 33645386)
29. Howard, R. W. and Blomquist, G. J. (2005). Ecological, behavioral, and biochemical aspects of insect hydrocarbons. Annu. Rev. Entomol. 50, 371-393.
30. Kuo, T. H., Yew, J. Y., Fedina, T. Y., Dreisewerd, K., Dierick, H. A. and Pletcher, S. D. (2012). Aging modulates cuticular hydrocarbons and sexual attractiveness in Drosophila melanogaster. J. Exp. Biol. 215, 814-821.
31. Lacey, E. S., Ginzel, M. D., Millar, J. G. and Hanks, L. M. (2008). 7-Methylheptacosane is a major component of the contact sex pheromone of the cerambycid beetle Neoclytus acuminatus acuminatus. Physiol. Entomol. 33, 209-216.
32. Lockey, K. H. (1988). Lipids of the insect cuticle -origin, composition and function. Comp. Biochem. Physiol. 89B, 595-645.
33. Marukawa, K., Takikawa, H. and Mori, K. (2001). Synthesis of the enantiomers of some methyl-branched cuticular hydrocarbons of the ant, Diacamma sp. Biosci. Biotech. Biochem. 65, 305-314. (Pubitemid 33626241)
34. Millar, J. G. (2010). Chemical synthesis of insect cuticular hydrocarbons. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 163-186. Cambridge: Cambridge University Press.
35. Mori, K. (2007). Significance of chirality in pheromone science. Bioorg. Med. Chem. 15, 7505-7523. (Pubitemid 47575904)
36. Mori, K. (2011). Pheromone synthesis. Part 247, New synthesis of the enantiomers of 13-methylheptacosane, the female sex pheromone of pear psylla, Cacopsylla pyricola: Tetrahedr. Asym. 22, 1006-1010.
37. Mumm, R. and Hilker, M. (2005). The significance of background odour for an egg parasitoid to detect plants with host eggs. Chem. Sens. 30, 337-343. (Pubitemid 41158352)
38. Nelson, D. R. (1993). Methyl-branched lipids in insects. In Insect Lipids: Chemistry, Biochemistry, and Biology (ed. D. W. Stanley-Samuelson and D. R. Nelson), pp. 271-316. Lincoln, NB: University of Nebraska Press.
39. Rimkus, G. G., Rummler, M. and Nausch, I. (1996). Gel permeation chromatography high-performance liquid chromatography combination as an automated clean-up technique for the multiresidue analysis of fats. J. Chromatogr. A 737, 9-14. (Pubitemid 26191792)
40. Rostas, M. and Wolfling, M. (2009). Caterpillar footprints as host location kairomones for Cotesia marginiventris: persistence and chemical nature. J. Chem. Ecol. 35, 20-27.
41. Ruther, J. and Steiner, S. (2008). Costs of female odour in males of the parasitic wasp Lariophagus distinguendus (Hymenoptera: Pteromalidae). Naturwissenschaften 95, 547-552.
42. Ruther, J., Homann, M. and Steidle, J. L. M. (2000). Female-derived sex pheromone mediates courtship behaviour in the parasitoid Lariophagus distinguendus. Entomol. Exp. Appl. 96, 265-274.
43. Ruther, J., Döring, M. and Steiner, S. (2011). Cuticular hydrocarbons as contact sex pheromone in the parasitoid Dibrachys cavus. Entomol. Exp. Appl. 140, 59-68.
44. Schal, C., Sevala, V. and Cardé, R. T. (1998). Novel and highly specific transport of a volatile sex pheromone by hemolymph lipophorin in moths. Naturwissenschaften 85, 339-342. (Pubitemid 28360049)
45. Schroeder, R. and Hilker, M. (2008). The relevance of background odor in resource location by insects: a behavioral approach. Bioscience 58, 308-316. (Pubitemid 351693487)
46. Sevala, V. L., Bagneres, A. G., Kuenzli, M., Blomquist, G. J. and Schal, C. (2000). Cuticular hydrocarbons of the dampwood termite, Zootermopsis nevadensis: caste differences and role of lipophorin in transport of hydrocarbons and hydrocarbon metabolites. J. Chem. Ecol. 26, 765-789. (Pubitemid 30176798)
47. Silk, P. J., Ryall, K., Lyons, D. B., Sweeney, J. and Wu, J. P. (2009). A contact sex pheromone component of the emerald ash borer Agrilus planipennis Fairmaire (Coleoptera: Buprestidae). Naturwissenschaften 96, 601-608.
48. Singer, T. L. (1998). Roles of hydrocarbons in the recognition systems of insects. Am. Zool. 38, 394-405.
49. Spikes, A. E., Paschen, M. A., Millar, J. G., Moreira, J. A., Hamel, P. B., Schiff, N. M. and Ginzel, M. D. (2010). First contact pheromone identified for a longhorned beetle (Coleoptera: Cerambycidae) in the subfamily Prioninae. J. Chem. Ecol. 36, 943-954.
50. Steiner, S., Steidle, J. L. M. and Ruther, J. (2005). Female sex pheromone in immature insect males-A case of pre-emergence chemical mimicry? Behav. Ecol. Sociobiol. 58, 111-120. (Pubitemid 40793271)
51. Steiner, S., Hermann, N. and Ruther, J. (2006). Characterization of a femaleproduced courtship pheromone in the parasitoid Nasonia vitripennis. J. Chem. Ecol. 32, 1687-1702. (Pubitemid 44221410)
52. Steiner, S., Mumm, R. and Ruther, J. (2007). Courtship pheromones in parasitic wasps: comparison of bioactive and inactive hydrocarbon profiles by multivariate statistical methods. J. Chem. Ecol. 33, 825-838. (Pubitemid 46465202)
53. Sugeno, W., Hori, M. and Matsuda, K. (2006). Identification of the contact sex pheromone of Gastrophysa atrocyanea (Coleoptera: Chrysomelidae). Appl. Entomol. Zool. 41, 269-276. (Pubitemid 43854512)
54. Sullivan, B. T. (2002). Evidence for a sex pheromone in bark beetle parasitoid Roptrocerus xylophagorum. J. Chem. Ecol. 28, 1045-1063. (Pubitemid 34533733)
55. Syvertsen, T. C., Jackson, L. L., Blomquist, G. J. and Vinson, S. B. (1995). Alkadienes mediating courtship in the parasitoid Cardiochiles nigriceps (Hymenoptera: Braconidae). J. Chem. Ecol. 21, 1971-1989. (Pubitemid 2615678)
56. van den Dool, H. and Kratz, P. (1963). A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. J. Chromatogr. A 11, 463-471.
57. van Zweden, J. S. and d'Ettorre, P. (2010). Nestmate recognition in social insects and the role of hydrocarbons. In Insect Hydrocarbons (ed. G. J. Blomquist and A. G. Bagneres), pp. 222-243. Cambridge: Cambridge University Press.
58. Yew, J. Y., Dreisewerd, K., de Oliveira, C. C. and Etges, W. J. (2011). Male-specific transfer and fine scale spatial differences of newly identified cuticular hydrocarbons and triacylglycerides in a Drosophila species pair. PLoS ONE 6, e16898.