First Contact Pheromone Identified for a Longhorned Beetle (Coleoptera: Cerambycidae) in the Subfamily Prioninae

Journal of Chemical Ecology

Volumn 36, Issue 9, 2010, Pages 943-954

  Spikes, Annie E ^a   Paschen, Matthew A ^a   Millar, Jocelyn G ^b   Moreira, Jardel A ^b   Hamel, Paul B ^c   Schiff, Nathan M ^c   Ginzel, Matthew D ^a  

^a Purdue University ^*  (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c CENTER FOR BOTTOMLAND HARDWOODS RESEARCH   (United States)

Author keywords

Chemoreception; Contact pheromone; Mallodon dasystomus; Mating behavior; Sex pheromone; Solid phase microextraction

Indexed keywords

ALKANE; SEX PHEROMONE; WAX;

BEETLE; BIOACTIVITY; BIOASSAY; CHEMORECEPTION; CUTICLE; HYPOTHESIS TESTING; MATING BEHAVIOR; REPRODUCTIVE BEHAVIOR; SEX PHEROMONE; SOLVENT;

ANIMAL; ARTICLE; BEETLE; CHEMISTRY; CHEMORECEPTOR; CLASSIFICATION; CYTOLOGY; DRUG EFFECT; FEMALE; ISOLATION AND PURIFICATION; MALE; METABOLISM; SEXUAL BEHAVIOR; SOLID PHASE MICROEXTRACTION; SYNTHESIS;

ALKANES; ANIMALS; BEETLES; CHEMORECEPTOR CELLS; FEMALE; MALE; SEX ATTRACTANTS; SEXUAL BEHAVIOR, ANIMAL; SOLID PHASE MICROEXTRACTION; WAXES;

CERAMBYCIDAE; COLEOPTERA; PRIONINAE;

EID: 77956880808     PISSN: 00980331     EISSN: 15731561     Source Type: Journal    
DOI: 10.1007/s10886-010-9837-8     Document Type: Article

References (31)

1. Abrams, S. R., and Shaw, A. C. 1988. Triple bond isomerizations: 2- to 9-decyn-1-ol. Org. Syn. 66: 127-131.
2. Barbour, J. D., Cervantes, D. E., Lacey, E. S., and Hanks, L. M. 2006. Calling behavior in the primitive longhorned beetle Prionus californicus Mots. J. Insect Behav. 19: 623-629.
3. Barbour, J. D., Lacey, E. S., and Hanks, L. M. 2007. Cuticular hydrocarbons mediate mate recognition in a species of longhorned beetle (Coleoptera: Cerambycidae) of the primitive subfamily Prioninae. Ann. Entomol. Soc. Am. 100: 333-338.
4. Buck, M., and Chong, J. M. 2001. Alkylation of 1-alkynes in THF. Tetrahedron Lett. 42: 5825-5827.
5. Burkholder, W. E., Ma, M., Kuwahara, Y., and Matsumura, F. 1974. Sex pheromone of the furniture carpet beetle, Anthrenus flavipes. Can. Entomol. 106: 835-839.
6. Carlson, D. A., Bernier, U. R., and Sutton, B. D. 1998. Elution patterns from capillary GC for methyl-branched hydrocarbons. J. Chem. Ecol. 24: 1845-1865.
7. Cervantes, D. E., Hanks, L. M., Lacey, E. S., and Barbour, J. D. 2006. First documentation of a volatile sex pheromone in a longhorned beetle (Coleoptera: Cerambycidae) of the primitive subfamily Prioninae. Ann Entomol. Soc. Am. 99: 718-722.
8. Corey, E. J., Pyne, S. G., and Su, W. 1983. Total synthesis of leukotriene-B5. Tetrahedron Lett. 24: 4883-4886.
9. Gibbs, A. G. 1998. Water-proofing properties of cuticular lipids. Am. Zool. 38: 471-482.
10. Ginzel, M. D. 2010. Hydrocarbons as contact pheromones of longhorned beetles (Coleoptera: Cerambycidae), pp. 375-389, in G. J. Blomquist, and A. G. Bagnères (eds.). Insect Hydrocarbons: Biology, Biochemistry, and Chemical Ecology. Cambridge University Press, New York.
11. Ginzel, M. D., and Hanks, L. M. 2003. Contact pheromones as mate recognition cues of four species of longhorned beetles (Coleoptera: Cerambycidae). J. Insect Behav. 16: 181-187.
12. Ginzel, M. D., and Hanks, L. M. 2005. Role of host plant volatiles in mate location for three species of longhorned beetles. J. Chem. Ecol. 31: 213-217.
13. Ginzel, M. D., Blomquist, G. J., Millar, J. G., and Hanks, L. M. 2003a. Role of contact pheromones in mate recognition in Xylotrechus colonus. J. Chem. Ecol. 29: 533-545.
14. Ginzel, M. D., Millar, J. G., and Hanks, L. M. 2003b. (Z)-9-pentacosene-contact sex pheromone of the locust borer, Megacyllene robiniae. Chemoecology 13: 135-141.
15. Ginzel, M. D., Moreira, J. A., Ray, A. M., Millar, J. G., and Hanks, L. M. 2006. (Z)-9-Nonacosene - major component of the contact sex pheromone of the beetle Megacyllene caryae. J. Chem. Ecol. 32: 435-451.
16. Hammack, L., and Burkholder, W. E. 1981. Calling behaviour in female Trogoderma granarium Everts. J. Stored Prod. Res. 17: 25-29.
17. Hanks, L. M. 1999. Influence of the larval host plant on reproduction strategies of cerambycid beetles. Annu. Rev. Entomol. 44: 483-505.
18. Hanks, L. M., Millar, J. G., and Paine, T. D. 1996. Mating behavior of the eucalyptus longhorned borer (Coleoptera: Cerambycidae) and the adaptive significance of long "horns". J. Insect Behav. 9: 383-393.
19. 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.
20. Linsley, E. G. 1962. The Cerambycidae of North America. Part II. Taxonomy and classification of the Parandrinae, Prioninae, Spondylinae, and Aseminae. Univ. Calif. Publ. Entomol. 19: 1-102.
21. Linsley, E. G. and Chemsak, J. A. 1997. The Cerambycidae of North America, Part VIII: Bibliography, Index, and Host Plant Index. Univ. Calif. Publ. Entomol. 117: 1-534.
22. Monné, M. A. and Hovore, F. T. 2005. Checklist of the Cerambycidae, or Longhorned Wood-boring Beetles (Coleoptera), of the Western Hemisphere. BioQuip Products, Rancho Domingquez, CA.
23. Nelson, D. R. 1993. Methyl-branched lipids in insects, pp. 271-315 in Insect Lipids: Chemistry, Biochemistry, and Biology. Stanley-Samuelson, D. W. and Nelson, D. R. (eds.). University of Nebraska Press, Lincoln, NE.
24. Nelson, D. R. and Blomquist, G. J. 1995. Insect waxes, pp. 1-90 in Hamilton, R. J. (ed.). Waxes: Chemistry, Molecular Biology, and Function. The Oily Press, Dundee, Scotland.
25. Nishiguchi, T., Hayakawa, S., Hirasaka, Y., and Saitoh, M. 2000. Selective monotetrahydropyranylation of 1, n-diols catalyzed by aqueous acids. Tetrahedron Lett. 41: 9843-9846.
26. Rodstein, J., Mcelfresh, J. S., Barbour, J. D., Ray, A. M., Hanks, L. M., and Millar, J. G. 2009. Identification and synthesis of a female-produced sex pheromone for the cerambycid beetle Prionus californicus. J. Chem. Ecol. 35: 590-600.
27. Sokal, R. R. and Rohlf, F. J., 1995. Biometry, 3rd ed. W. H. Freeman and Co., New York.
28. Solomon, J. D. 1995. Guide to Insect Borers of North American Broadleaf Trees and Shrubs. Agric. Handbk. 706, Washington, DC: U. S. Department of Agriculture, Forest Service.
29. StatSoft, INC. 2005. STATISTICA (data analysis software system), version 7. 1. www. statsoft. com.
30. Wang, S. and Zhang, A. 2007. A Facile And efficient syntheses of (3Z, 6Z, 9Z)-3, 6, 9-nonadecatriene and homologues: Pheromone and attractant components of Lepidoptera. J. Ag. Food Chem. 44: 6929-6932.
31. Yanega, D. 1996. Field Guide to Northeastern Longhorned Beetles (Coleoptera: Cerambycidae). Illinois Natural History Survey, Champaign, Illinois.