Summary
Investigations regarding the chemical composition of the volatiles in male mouse urine have recently enabled the structural elucidation of a hitherto unreported urinary component, 7-exo-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]-3-octene. This compound's uniqueness to mouse urine and its dependence on testosterone levels in the male suggest its probable role as a mouse pheromone or pheromone adjuvant.
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References
Bronson, F.H., Biol. Reprod.4 (1971) 344.
Whitten, W.K., and Champlin, A.K., in: Handbook of Physiology, Section 7: Endocrinology, vol. 2, p. 109. Eds R.O. Green and E.B. Astwood. Williams and Wilkins, Baltimore 1973.
Bronson, F.H., Q. Rev. Biol.54 (1979) 265.
Ropartz, R., in: Chemical Signals in Agonistic and Social Behavior of Rodents, p. 169. Eds D. Müller-Schwarze and M.M. Mozell. Plenum Press, New York 1977.
Whitten, W.K., J. Endocr.13 (1956) 399.
Whitten, W.K., J. Endocr.17 (1958) 307.
Vandenbergh, J.G., Endocrinology84 (1969) 658.
Bruce, H.M., Nature, Lond.184 (1959) 105.
Bruce, H.M., Br. med. Bull.26 (1970) 10.
Parkes, A.S., and Bruce, H.M., Science134 (1961) 1049.
Scott, J.W., and Pfaff, D.W., Physiol. Behav.5 (1970) 407.
Bronson, F., and Caroom, D., J. Reprod. Fert.25 (1971) 279.
Mugford, R.A., and Nowell, N.W., Nature, Lond.226 (1970) 967.
Carr, W.J., Martorano, R.D., and Kranes, L., Comp. Physiol. Psychol.71 (1970) 223.
Rottman, S.J., and Snowdon, C.T.J., J. comp. Physiol.81 (1972) 483.
Yamazaki, K., Boyse, E.A., Mike, V., Thaler, H.T., Mathieson, F.J., Abbott, J., Boyse, J., Zayas, Z.A., and Thomas, L., J. exp. Med.144 (1976) 1324.
Whitten, W.K., Bronson, F.H., and Greenstein, J.A., Science161 (1968) 584.
Hoppe, P.C., J. Reprod. Fert.45 (1975) 109.
Marchlewska-Koj, A., Biol. Reprod.17 (1977) 729.
Vandenbergh, J.G., Whitsett, J.M., and Lombardi, J.R., J. Reprod. Fert.43 (1975) 515.
Vandenbergh, J.G., Finlayson, S., Dobrogosz, W.J., Dillis, S.S., and Kost, T.A., Biol. Reprod.15 (1976) 260.
Novotny, M., Jorgenson, J.W., Carmack, M., Wilson, S.R., Boyse, E.A., Yamazaki, K., Wilson, M., Beamer, W., and Whitten, W.K., in: Chemical Signals: Vertebrates and Aquatic Invertebrates, p. 377. Eds D. Müller-Schwarze and R.M. Silverstein. Plenum Press, New York 1980; also, Jorgenson, J.W., Ph.D. Thesis, Indiana University, Bloomington 1979.
We found no evidence of such a compound in numerous randomly studied urinary samples of humans, rhesus monkey, various canids, or even rats. The substance is present in various mouse strains, although its concentration varies somewhat with genetic background.
Maruniak, J.A., Desjardins, C., Bronson, F.H., Am. J. Physiol.233 (1977) E495.
Novotny, M., Lee, M.L., and Bartle, K.D., Chromatographia7 (1974) 333.
Thanks are due to Dr Richard Milberg and J. Carter Cook, Department of Chemistry, University of Illinois at Champaign-Urbana for facilitating these measurements on their instrument.
We are grateful to Dr A. Fehl and the Procter and Gamble Company, Cincinnati, Ohio, for allowing us to use their capillary GC/FTIR spectrometer.
Silverstein, R.M., Brownlee, R.G., Bellas, T.E., Wood, D.L., and Browne, E.L., Science159 (1968) 889.
Rodin, J.O., Reece, C.A., Silverstein, R.M., Brown, V.H., and Degraw, J.I., J. chem. Engng Data16 (1971) 380.
Coates, R.M., Pigott, H.D., and Ollinger, J., Tetrahedron Lett.1974, 3955.
Sum, P.-E., and Weiler, L., Can. J. Chem.57 (1979) 1475.
We are grateful to Dr R.M. Silverstein, College of Environmental Sciences and Forestry, State University of New York, Syracuse, New York, for the generous gift of a quantity ofexo-brevicomin.
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Novotny, M., Schwende, F.J., Wiesler, D. et al. Identification of a testosterone-dependent unique volatile constituent of male mouse urine: 7-exo-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]-3-octene. Experientia 40, 217–219 (1984). https://doi.org/10.1007/BF01963608
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DOI: https://doi.org/10.1007/BF01963608