Abstract
In the small dasyurid marsupial, Antechinus stuartii, males exhibit scent-marking in the form of cloacal marking of nesting areas during the breeding season. Females of this species show no such behavior. To characterize the potential male pheromonal scent signal, urine-derived volatiles from sexually active males were analyzed by GC-MS and compared to that of females and a castrated male. More than 10 urinary compounds were identified. A series of homologous methylketones was observed in both males and females, whereas aldehydes were present only in female urine. Urine from the castrate was virtually compound-free except for minute concentrations of a compound tentatively identified as 2,4-dithiapentane. This compound was also found in one of the sexually active males. The GC profiles of the sexually active males contained high concentrations of two pyrazine derivatives and four methylketones that were not detected in the profiles of either females or the castrate. These compounds may influence social communication in the brown antechinus, Antechinus stuartii.
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REFERENCES
Boyer, M. L., Jemiolo, B., Andreolini, F., Wiesler, D., and Novotny, M. 1989. Urinary volatile profiles of pine vole, Microtus pinetorum, and their endocrine dependency. J. Chem. Ecol. 15:649-662.
Buttery, R. G., Seifert, R. M., Guadagni, D. G., and Ling, L. C. 1971. Characterization of volatile pyrazine and pyridine components of potato chips. J. Agric. Food Chem. 19:969-971.
Brahmachary, R. L. 1986. Ecology and chemistry of mammalian pheromones. Endeavor 10:65-69.
Braithwaite, R. W. 1974. Behavioural changes associated with the population cycle of Antechinus stuartii (Marsupialia). Aust. J. Zool. 22:45-62.
Carman, R. M., and Klika, K. D. 1992. Partially racemic compounds as brushtail possum urinary metabolites. Aust. J. Chem. 45:651-657.
Cockburn, A., and Lazenby-Cohen, K. A. 1992. Use of nest trees by Antechinus stuartii, a semelparous lekking marsupial. J. Zool. London 226:657-680.
Colby, D. R., and Vandenberg, J. G. 1974. Regulatory effects of urinary pheromones on puberty in the mouse. Biol. Reprod. 11:268-279.
Coleman, W. M., III. 1996. A study of the behaviour of Maillard reaction products analyzed by solid phase microextraction-gas chromatography-mass selective detection. J. Chromatogr. Sci. 34:213-218.
Drickamer, L. C. 1984. Urinary chemosignals from mice (Mus musculus): Acceleration and delay of puberty in related and unrelated young females. J. Comp. Psychol. 89:414-420.
Drickamer, L. C., and McIntosh, T. K. 1980. Effects of adrenalectomy on the presence of a maturation-delaying pheromone in the urine of female mice. Horm. Behav. 14:146-152.
Fadem, B. H., Erianne, G. S., and Karen, L. M. 1989. The hormonal control of scent marking and precopulatory behavior in male grey short-tailed opossums (Monodelphis domestics). Horm. Behav. 23:381-392.
Jemiolo, B., and Novotny, M. 1993. The long-term effect of a urinary chemosignal on reproductive fitness in female mice. Biol. Reprod. 48:926-929.
Jemiolo, B., Gubernick, D. J., Yoder, M. C., and Novotny, M. 1994. Chemical characterization of urinary volatile compounds of Peromyscus californicus, a monogamous biparental rodent. J. Chem. Ecol. 20:2489-2500.
Lensky, Y., and Cassier, P. 1995. The alarm pheromones of queen and worker honey bees. Bee World 76:119-129.
Novotny, M., Jemiolo, B., Harvey, S., Wiesler, D., and Marchlewska-Koi, M. 1986. Adrenalmediated endogenous metabolite inhibit puberty in female mice. Science 231:722-725.
Purvis, K., and Haynes, N. B. 1978. Effect of the odour of female rat urine on plasma testosterone concentrations in male rats. J. Reprod. Fertil. 53:63-65.
Raymer, J., Wiesler, D., Novotny, M., Asa, C., Seal, U. S., and Mech, L. D. 1986. Chemical scent constituents in urine of wolf (Canis lupus) and their dependence on reproductive hormones. J. Chem. Ecol. 12:297-314.
Rizzi, G. P. 1972. A mechanistic study of alkylpyrazine formation in model systems. J. Agric. Food Chem. 20:1081-1085.
Schwende, F. J., Weisler, D., Jorgensen, J. W., Carmack, M., and Novotny, M. 1986. Urinary volatile constituents of the house mouse, Mus musculus, and their endocrine dependency. J. Chem. Ecol. 12:277-296.
Scott, M. P. 1986. The timing and synchrony of seasonal breeding in the marsupial, Antechinus stuartii: Interaction of environmental and social cues. J. Mammal. 67:551-560.
Stoddart, D. M., Bradley, A. J., and Mallick, J. 1994. Plasma testosterone concentration, body weight, social dominance and scent-marking in male sugar gliders (Petaurus breviceps; Marsupialia: Petauridae). J. Zool. (London) 232:596-601.
Stralendorff, F. V. 1987. Partial chemical characterization of urinary signaling pheromone in tree shrews (Tupaia belangeri). J. Chem. Ecol. 13:655-679.
Weston, R. J., Woolhouse, A. D., Spurr, E. B., Harris, R. J., and Suckling, D. M. 1997. Spiroacetals and their venom constituents as potential wasp attractants. J. Chem. Ecol. 23:553-568.
Woolhouse, A. D., Weston, R. J., and Hamilton, B. H. 1994. Analysis of secretions from scentproducing glands of brushtail possum (Trichosorus vulpecula Kerr). J. Chem. Ecol. 20:239-253.
Yamada, K., Itoh, R., and Otha, A. 1989. Influence of pyrazine derivatives on the day of vaginal opening in juvenile female rats. Jpn. J. Pharmacol. 49:529-530.
Zhang, Z., and Pawliszyn, J. 1993. Headspace solid-phase microextraction. Anal. Chem. 65:1843-1852.
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Toftegaards, C.L., Moore, C. & Bradley, A.J. Chemical Characterization of Urinary Pheromones in Brown Antechinus, Antechinus stuartii . J Chem Ecol 25, 527–535 (1999). https://doi.org/10.1023/A:1020901820044
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DOI: https://doi.org/10.1023/A:1020901820044