Abstract
We compared the published cuticular hydrocarbon (CHC) profiles of 78 ant species across 5 subfamilies. Almost 1,000 CHCs have been described for these species, composing 187 distinct homologous series and ten hydrocarbon groups. In descending order of occurrence were: n-alkanes > monomethylalkanes > dimethylalkanes > alkenes > dienes>> trimethylalkanes>> methylalkenes > methylalkadienes > trienes > tetramethylalkanes. Odd chain lengths and positions of methyl or double bonds at odd carbon numbers were far more numerous than even chain-length compounds or bond positions. Although each species possess its own unique pattern of CHCs, we found no association between CHC profile and phylogeny. The production of the biosynthetically complex compounds (e.g., methyl branched dienes) by the most primitive living ant suggests that the basic genetic architecture required to produce the rich diversity of CHCs was already present prior to their adaptive radiation. Unlike the ubiquitous n-alkanes and monomethylalkanes, there is a huge diversity of species-specific dimethylalkanes that makes them likely candidates for species and nest-mate discrimination signals.
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References
Akino, T. 2006. Cuticular hydrocarbons of Formica truncorum (Hymenoptera: Formicidae): description of new very long chained hydrocarbon components. Appl. Entomol. Zool. 41:667–677.
Akino, T., and Yamaoka, R. 1998. Chemical mimicry in the root aphid parasitoid Paralipsis eikoae Yasumatsu (Hymenoptera: Aphidiidae) of the aphid attending ant Lasius sakagamii Yamauchi and Hayashida (Hymenoptera: Formicidae). Chemoecology 8:153–161.
Akino, T., Terayama, M., Wakamura, S., and Yamaoka, R. 2002. Intraspecific variation of cuticular hydrocarbon composition in Formica japonica Motschoulsky (Hymenoptera: Formicidae). Zool. Sci. 19:1155–1165.
Akino, T., Yamamura, K., Wakamura, S., and Yamaoka, R. 2004. Direct behavioural evidence for hydrocarbons as nest mate recognition cues in Formica japonica (Hymenoptera: Formicidae). Appl. Entomol. Zool. 39:381–387.
Astruc, C., Malosse, C., and Errard, C. 2001. Lack of intraspecific aggression in the ant Tetramorium bicariatum: a chemical hypothesis. J. Chem. Ecol. 27:1229–1248.
Bagneres, A. G., and Morgan, E. D. 1991. A simple method for analysis of insect cuticular hydrocarbons. J. Chem. Ecol. 16:3263–3276.
Bagneres, 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.
Beye, M., Neumann, P., and Moritz, R. F. A. 2004. Nest mate recognition and the genetic gestalt in the mound-building ant Formica polyctena. Insect. Soc.44:49–58.
Billen, J. 2004. Morphology of exocrine glands in social insects with special emphasis on the contributions by Italian researchers. Ins. Soc. Life 5:69–75.
Billen, J., and Morgan, E. D. 1998. Pheromone communication in social insects: sources and secretions. pp. 3–33, in R. K. Vander Meer, M. D. Breed, K. E. Espelie, and M. L. Winston (ed.). Pheromone Communication in Social Insects: Ants,Wasps, Bees and Termites. Boulder, CO: Westview.
Bonavita-Cougourdan, A., Clément, J-L., and Lange, C. 1987. Nestmate recognition: the role of cuticular hydrocarbons in the ant Camponotus vagus Scop. J. Entomol. Sci. 22:1–10.
Bonavita-Cougourdan, A., Rivière, G., Provost, E., Bagnères, A-G., Roux, M., Dusticier, G., and ClÉment, J-L. 1996. Selective adaptation of the cuticular hydrocarbon profiles of the slave-making ants Polyergus rufescens Latr. and their Formica rufibarbis Fab. and F. cunicularia Latr. slaves. Comp. Biochem. Physiol. 113B:313–329.
Bonavita-Cougourdan, A., Bagneres, A-G., Provost, E., Dusticier, G., and ClÉment, J-L. 1997. Plasticity of the cuticular hydrocarbon profile of the slave-making ant Polyergus rufescens depending on the social environment. Comp. Biochem. Physiol. 116B:287–302.
Boulay, R., Hefetz, A., Soroker, V., and Lenoir, A. 2000. Camponotus fellah colony integration: worker individuality necessitates frequent hydrocarbons exchanges. Anim. Behav. 59:1127–1133.
Bradshaw, J. W. S., and Howse, P. E. 1984. Sociochemicals of Ants, pp. 429–473, in W. J. Bell and R. T. Carde (eds.). Chemical Ecology of Insects. Chapman and Hall Ltd.
Brophy, J. J., Cavill, G. W. K., Davies, N. W., Gilbert, T. D., Philp, R. P., and Plant, W. D. 1983. Hydrocarbon constituents of three species of dolichoderine ants. Insect Biochem. 13:381–389.
Brown, W. V., Jaisson, P., and Taylor, R. W. 1990. Novel internally branched, internal alkenes as major components of the cuticular hydrocarbons of the primitive Australian ant Nothomyrmecia macrops Clark (Hym: Formicidae). J. Chem. Ecol. 16:2623–2635.
Cavill, G. W. K., Clark, D. V., Howden, M. E. H., and Wyllm, S. G. 1970. Hydrocarbon and other lipid constituents of the bull ant Myrmecia gulosa. J. Insect Physiol. 16:1721-1728.
Cvačka, J., Jiroš, P., Šobotník, J., Hanus, R., and Svatoš, A., 2006. Analysis of insect cuticular hydrocarbons using matrix-assisted laser desorption/ionization mass spectrometry. J. Chem. Ecol. 32:409–434.
Crosland, M. W. J. 1989. Kin recognition in the ant Rhytidoponera confusa I. environmental odour. Anim. Behav. 37:912–919.
Cuvillier-Hot, V., Cobb, M., Malosse, C., and Peeters, C. 2001. Sex, age and ovarian activity affect cuticular hydrocarbons in Diacamma ceylonense, a queenless ant. J. Insect Physiol. 47:485–493.
Dahbi, A., Lenoir, A. Tinaut, A. Taguizadeh, T., Francke, W., and Hefetz, A. 1996. Chemistry of the postpharyngeal gland secretion and its implication for the phylogeny of Iberian Cataglyphis species (Hymenoptera, Formicidae). Chemoecology. 7:163–171.
Dapporto, L., Lambardi, D., and Turillazzi, S. 2008. Not only cuticular lipids: first evidence of differences between foundresses and their daughters in polar substances in the paper wasp Polistes dominulus. J. Insect Physiol. 54:89–95.
Denis, D., Blatrix, R., and Fresneau, D. 2006. How an ant manages to display individual and colonial signals by using the same channel. J. Chem. Ecol. 32:1647–1661.
Dietemann, V., Peeters, C., Liebig, J., Thivet, V., and Hölldobler, B. 2003. Cuticular hydrocarbons mediate discrimination of reproductives and non-reproductives in the ant Myrmecia gulosa. Proc. Natl. Acad. Sci. USA 100:10341–10346.
Edney, G. W. 1977. Water Balance in Land Arthropods. Springer-Verlag. N.Y.
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.
Errard, C., Delabie, J., Jourdan, H., and Hefetz, A. 2005. Intercontinental chemical variation in the invasive ant Wasmannia auropunctata (Roger) (Hymenoptera Formicidae): a key to the invasive success of a tramp species. Naturwissenschaften 92:319–323. doi:10.1007/s00114-005-0628-y
Errard, C., Francisca, R. F., Richard, F-J., Lenoir, A., Tinaut, A., and Hefetz, A. 2006. Co-evolution-driven cuticular hydrocarbon variation between the slave-making ant Rossomyrmex minuchae and its host Proformica longiseta (Hymenoptera: Formicidae). Chemoecology 16:235–240.
Field, A. 1970. Discovering Statistics Using SPSS. Third Edition, SAGE, London, United Kingdom.
Fielde, A. M. 1901. Further study of an ant. Proc. Acad. Nat. Sci. USA. 53:521–544.
Fielde, A. M. 1903. Supplementary notes on an ant. Proc. Acad. Nat. Sci. USA. 55:493.
Franks, N., Blum, M., Smith, R. K., and Allies, A. B. 1990. Behavior and chemical disguise of cuckoo ant Leptothorax kutteri in relation to its host Leptothorax acervorum. J. Chem. Ecol. 16:1431–1444.
Gibbs, A., and Pomonis, J. G. 1995a. Physical properties of insect cuticular hydrocarbons: The effects of chain length, methyl-branching and unsaturation. Comp. Biochem. Physiol. 112B:243–249.
Gibbs, A 1995b. Physical properties of insect cuticular hydrocarbons: model mixtures and lipid interactions. Comp. Biochem. Physiol. 112B:667–672.
Greene, M. J. and Gordon, D. M. 2003 Social insects—cuticular hydrocarbons inform task decisions. Nature. 423:32.
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.
Guerrieri, F. J, Nehring, V., Jörgensen, C. G., Nielsen, J., Galizia, C. G., and D’Ettorre, P. 2009. Ants recognise foes not friends. Proc. R. Soc. B. doi:10.1098/rspb.2008.1860.
Hannonen, M., Sledge, M. F., Turillazzi, S., and Sundström, L. 2002. Queen reproduction, chemical signalling and worker behaviour in polygyne colonies of the ant Formica fusca. Anim. Behav. 64:477–485.
Hartmann, A., D’Ettorre, P., Jones, G. R., and Heinze, J. 2005. Fertility signaling—the proximate mechanism of worker policing in a clonal ant. Naturwissenschaften 92:282–286.
Hefetz, A., Soroker, V., Dahbi, A., Malherbe, M-C., and Fresneau, D. 2001. The front basitarsal brush in Pachycondyla apicalis and its role in hydrocarbon circulation. Chemoecology. 11:17–24.
Henderson, G., Andersen, J. F., Phillips, J. K., and Jeanne, R. L. 1990. Internest aggression and identification of possible nestmate discrimination pheromones in polygynous ant Formica montana. J. Chem. Ecol. 16:2217–2228.
Hölldobler, B., and Wilson, E. O. 1990. The Ants. Cambridge, MA: The Belknap Press of Harvard University Press.
Hölldobler, B., and Wilson, E. O. 2009. The Superorganism, the Beauty, Elegance and Strangeness of Insect Societies. Norton & Company Inc, New York, USA.
Hora, R. R., Ionescu-hirsh, A., Simon, T., Delabie, J., Robert, J., Fresneau, D., and Hefetz, A. 2008. Postmating changes in cuticular chemistry and visual appearance in Ectatomma tuberculatum queens (Formicidae: Ectatomminae) Naturwissenschaften. 95:55–60.
Howard, R. W., and Blomquist, G. J. 2005. Ecological, behavioral, and biochemical aspects of insect hydrocarbons. Annu. Rev. Entomol. 50:371–393.
Howard, R. W., Perez-Lachaud, G., and Lachaud, J-P. 2001. Cuticular hydrocarbons of Kapala sulcifacies (Hym: Eucharitidae) and its host, the Ponerine ant Ectatomma ruidum (Hym: Formicidae). Ann. Entomol. Soc. Am. 94:707–716.
Hurst, J. L., Payne, C. E., Nevison, C. M., Marie, A. D., Humphries, R. E., Robertson, D. H. L., Cavaggioni, A., and Beynon, R. J. 2001. Individual recognition in mice mediated by major urinary proteins. Nature. 414:631–634.
Johnson, C. A., Van Dermeer, R. K., and Lavine, B., 2001. Changes in the cuticular hydrocarbon profile of the slave-maker ant queen Polyergus breviceps Emery, after killing a Formica host queen (Hym: Formicidae). J. Chem. Ecol. 27:1787–1804.
Kaib, M., Heinze, J., and Ortius, D. 1993. Cuticular hydrocarbons profiles in the slave-making ant Harpagoxenus sublaevis and its hosts. Naturwissenschaften. 80:281–285.
Kaib, M., Eisermann, B., Schoeters, E., Billen, J., Franke, S., and Francke, W. 2000. Task related variation of postpharyngeal and cuticular hydrocarbon compositions in the ant Myrmicaria eumenoides. J. Comp. Physiol. 186A:939–948.
Lahav, S., Soroker, V., and Hefetz, A. 1999. Direct behavioral evidence for hydrocarbons as ant recognition discriminators. Naturwissenschaften. 86:246–249.
Lahav, S., Soroker, V., Vander Meer, R. K., and Hefetz, A. 2001. Segregation of colony odor in the desert ant Cataglyphis niger. J. Chem. Ecol. 27:927–943.
Lenoir, A., Malosse, C., and Yamaoka, R. 1997. Chemical mimicry between parasitic ants of the genus Formicoxenus and their host Myrmica (Hymenoptera, Formicidae). Biochem. System Ecol. 25:379–389.
Lenoir, A., Fresneau, D., Errard, C., and Hefetz, A. 1999. Individuality and colonial identity in ants: the emergence of the social representation concept, pp. 219–237, in C. Detrain, J.-L. Deneubourg and J. M. Pasteels, (eds.). Information Processing in Social Insects, Birkhäuser Verlag, Basel.
Lenoir, A., D’Ettorre, P., Errard, C., and Hefetz, A. 2001a. Chemical ecology and social parasitism in ants. Annu. Rev. Entomol. 46:573–599.
Lenoir, A., Cuisset, D., and Hefetz, A. 2001b. Effects of social isolation on hydrocarbon pattern and nestmate recognition in the ant Aphaenogaster senilis (Hymenoptera, Formicidae). Insectes Soc. 48:101–109.
Liebig, J., Peeters, C., Oldham, N. J., Markstadter, C., and Hölldobler, B. 2000. Are variations in cuticular hydrocarbons of queens and workers a reliable signal of fertility in the ant Harpegnathos saltator? Proc. Natl. Acad. Sci. USA. 97:4124–4131.
Liénard, M. A., Strandh, M., Hedenström, E., Johansson, T., and Löfstedt, A. 2008. Key biosynthetic gene subfamily recruited for pheromone production prior to the extensive radiation of Lepidoptera. BMC Evol. Bio. 8:270.
Lockey, K. H. 1988. Lipids of the insect cuticle: origin, composition and function. Comp. Biochem. Physiol. 89B:595–645.
Lohman, D. J., Lia, Q., and Pierce, N. E. 2006. Convergence of chemical mimicry in a guild of aphid predators. Ecol. Entomol. 31:41–51.
Lommelen, E., Johnson, C. A., Drijfhout, F. P., Billen, J., Wenseleers, T., and Gobin, B. 2006. Cuticular hydrocarbons provide reliable cues of fertility in the ant Gnamptogenys striatula. J. Chem. Ecol. 32:2023–2034.
Lucas, C., Pho, D. B., Fresneau, D., and Jallon, J. M. 2004. Hydrocarbon circulation and colonial signature in Pachycondyla villosa. J. Insect Physiol. 50:595–607.
McDuffee, K. E., Eglinton, T. I., Sessions, A. L., Sylva, S., Wagner, T., and Hayes, J. M. 2004. Rapid analysis of 13C in plant-wax n-alkanes for reconstruction of terrestrial vegetation signals from aquatic sediments. Geochem. Geophys. Geosyst. 5:Q10004. doi:10.1029/2004GC000772.
Martin, M. M., and MacConnell, J. G. 1970. The alkenes of the ant Atta colombica. Tetrahedron. 26:307–319.
Martin, S. J. and Drijfhout, F. P. 2009a. Nest-mate and task cues are influenced and encoded differently within ant cuticular hydrocarbon profiles. J. Chem. Ecol. 35:368–374.
Martin, S. J. and Drijfhout, F. P. 2009b. How reliable is the analysis of complex cuticular hydrocarbon profiles by multi-variate statistical methods? J. Chem. Ecol. 35:375–382.
Martin, S. J., Jenner, E. A., and Drijfhout, F. P. 2007. Chemical deterrent enables a socially parasitic ant to invade multiple hosts. Proc. R. Soc. B. 274:2717–2721.
Martin, S. J., Vitikainen, E., Helanterä, H., and Drijfhout, F. P. 2008a. Chemical basis of nest-mate discrimination in the ant Formica exsecta. Proc. Roy. Soc. Lon. B. 275:1271–1278.
Martin, S. J., Helanterä, H., and Drijfhout, F. P. 2008b. Colony-specific hydrocarbons identify nest mates in two species of Formica ant. J. Chem. Ecol. 34:1072–1080. doi:10.1007/s10886-008-9482-7.
Martin, S. J., Helanterä, H., and Drijfhout, F. P. 2008c. Evolution of species-specific cuticular hydrocarbon patterns in Formica ants. Bio. J. Linn. Soc. 95:131–140.
Martin, S. J., Helanterä, H., Kiss, K., Lee, Y. R., and Drijfhout, F. P. 2009c. Polygyny reduces rather than increases nestmate discrimination cue diversity in Formica exsecta ants. Insect. Soc. doi:10.1007/s00040-009-0035-z
Menzel, F., Blüthgen, N., and Schmit, T. 2008. Tropical parabiotic ants: Highly unusual cuticular substances and low interspecific discrimination. Frontiers in Zool. 5:16. doi:10.1186/1742-9994-5-16
Meskali, M., Bonavita-Cougourdan, A., Provost, E., BagnÈres, A. G., Dusticier, G., and Clèment, J. L. 1995. Mechanism underlying cuticular hydrocarbon homogeneity in the ant Camponotus vagus (Scop.) (Hymenopetra: Formicidae): role of postpharyngeal glands. J. Chem. Ecol. 21:1127–1148.
Monnin, T., Malosse, C., and Peeters, C. 1998. Solid-phase microextraction and cuticular hydrocarbon differences related to reproductive activity in queenless ant Dinoponera quadriceps. J. Chem. Ecol. 24:473–490.
Morgan, E.D. 1990. Preparation of small scale samples from insects for chromatography. Anal. Chim. Acta. 261:227–235.
Morgan, E. D., Jungnickel, H., Keegans, S. J., Do Nascimento, R. R., Billen, J., Gobin, B., and Ito, F. 2003. Comparative survey of the abdominal gland secretions of the ant subfamily Ponerinae. J. Chem. Ecol. 29:95–114
Nelson, D. R. 1993. Methyl-branched lipids in insects, pp. 270–315, in D. W. Stanley-Samuelson and D. R. Nelson (eds.). Insect Lipids: Chemistry Biochemistry and Biology. Lincoln, NE: Nebraska University Press.
Nielsen, J., Boomsma, J. J., Oldham, N. J., Petersen, H. C., and Morgan, E. D. 1999. Colony-level and season specific variation in cuticular hydrocarbon profiles of individual workers in the ant Formica truncorum. Insectes Soc. 46:58–65.
Nowbahari, E., Lenoir, A., Clément, J. L., Lange, C., Bagnères, A-G., and Joulie, C. 1990. Individual, geographical and experimental variation of cuticular hydrocarbons of the ant Cataglyphis cursor (Hymenoptera: Formicidae): their use in nest and subspecies recognition. Biochem. Syst. Ecol. 18:63–74.
Obin, M. S. 1986. Nestmate recognition cues in laboratory and field colonies of Solenopsis invicta Buren (Hymenoptera: Formicidae): Effect of environment and the role of cuticular hydrocarbons. J. Chem. Ecol. 12:1965–1975.
Oldham, N. J., Morgan, E. D., Agosti, D., and Wehner, R. 1999. Species recognition from postpharyngeal gland contents of ants of the Cataglyphis bicolor Group. J. Chem. Ecol. 25:1383–1393.
Ozaki, M., Wada-Katsumata, A., Fujikawa, K., Iwasaki, M., Yokohari, F., Satoji, Y., Nisimura, T., and Yamaoka, R. 2005. Ant nest mate and non-nest mate discrimination by a chemosensory sensillium. Science. 309:311–315.
Provost, E., Riviere, G., Roux, M., Bagneres, A-G., and Clement, J. L. 1994. Cuticular hydrocarbons whereby Messor barbarus ant workers putatively discriminate between monogynous and polygynous colonies and workers labeled by queens? J. Chem. Ecol. 20:2985–3003.
Regnier, F. E. and Wilson, E. O. 1968. The alarm-defence system of the ant Acanthomyops claviger. J. Ins. Physio. 14:955–970.
Richard, F-J., Hefetz, A., Christides, J-P., and Errard, C. 2004. Food influence on colonial recognition and chemical signature between nestmates in the fungus-growing ant Acromyrmex subterraneus subterraneus. Chemoecology. 14:9–16. doi:10.1007/s00049-003-0251-3
Soroker, V., Hefetz, A., Cojocaro, M., Billen, J., Franke, S., and Francke, W. 1995. Structural and chemical ontogeny of the postpharyngeal gland in the desert ant Cataglyphis niger. Physiol. Entomol. 20:323–329.
Sorvari, J., Theodora, P., Turillazzi, S., Hakkarainen, H., and Sundstöm, L. 2008. Food resources, chemical signaling, and nest mate recognition in the ant Formica aquilonia. Behav. Ecol. 19:441–447.
Tentschert, J. Kolmer, K., Hölldobler, B., Bestmann, H-J., Delabie, J. H. C., and Heinze, J. 2001. Chemical profiles, division of labor and social status in Pachycondyla queens (Hymenoptera: Formicidae). Naturwissenschaften 88:175–178.
Tentschert, J., Bestmann, H. J., and Heinze, J. 2002. Cuticular compounds of workers and queens in two Leptothorax ant species a comparison of results obtained by solvent extraction, solid sampling, and SPME. Chemoecology. 12:15–21.
Turillazzi, S., Bruschini, C., Lambardi, D., Francese, S., Spadolini, I., and Mastrobuoni, G. 2007. Comparison of the medium molecular weight venom fractions from five species of common social wasps by MALDI-TOF spectra profiling. J. Mass Spectrometry. 42:199–205.
Trabalon, M., Plateaux, L., Péru, L., Bagneres, A. G., and Hartmann, N. 2000. Modification of morphological characters and cuticular compounds in worker ants Leptothorax nylanderi induced by endoparasites Anomotaenia brevis. J. Insect Physiol. 46:169–178.
Vander Meer, R. K., Saliwanchik, D., and Lavine, B. 1989. Temporal changes in colony cuticular hydrocarbon patterns of Solenopsis invicta: implications for nestmate recognition. J. Chem. Ecol. 15:2115–2125.
Van Wilgenburg, E., Ryan, D., Morrison, P., Marriott, P. J., and Elgar, M. A. 2006. Nest- and colony-mate recognition in polydomous colonies of meat ants (Iridomyrmex purpureus). Naturwissenschaften. 93:309–314.
Van Zweden, J. S., Dreier, S., and D’Ettorrea, P. 2008. Disentangling environmental and heritable nestmate recognition cues in a carpenter ant. J. Ins. Physiol. 55:159–164.
Wagner, D., Tissot, M., and Gordon, D. M. 2001. Task-related environment alters the cuticular hydrocarbon composition of harvester ants. J. Chem. Ecol. 27:1805–1819.
Wagner, D., Brown, M. J. F., Broun, P., Cuevas, W., Moses, L. E., Chao, D. L., and Gordon, D. M. 1998. Task-related differences in the cuticular hydrocarbon composition of harvester ants, Pogonomyrmex barbatus. J. Chem. Ecol. 24:2021–2037.
Wyatt, T. D. 2003. Pheromones and Animal Behaviour: Communication by Smell and Taste. Cambridge Univ. Press. 408 pp.
Yamaoka, R. 1990. Chemical approach to understanding interactions among organisms. Physiol. Ecol. Jap. 27:31–52.
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We thank Duncan Jackson of Sheffield University for constructive comments and proof reading. Funding for this work was provided by NERC grants (NE/C512310/1 and NE/F018355/1).
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Martin, S., Drijfhout, F. A Review of Ant Cuticular Hydrocarbons. J Chem Ecol 35, 1151–1161 (2009). https://doi.org/10.1007/s10886-009-9695-4
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DOI: https://doi.org/10.1007/s10886-009-9695-4