Abstract
The Gram-positive bacterium, Bacillus stearothermophilus, was used as a model organism to identify the non-selective toxic effects of the currently used insecticide methoprene (isopropyl(2E,4E)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate). A significant decrease of the yield of bacterial cultures and a premature appearance of ultrastructural abnormalities in cells cultured in the presence of the insecticide were taken as indicators of cytotoxicity. A putative correlation of this cytotoxicity with methoprene-induced perturbations on membrane lipid organization was investigated, using differential scanning calorimetry and the fluorescence polarization of 1,6-diphenyl-1,3,5-hexatriene (DPH) and its propionic acid derivative (DPH–PA). The membrane physical effects depended on the lipid bilayer composition and packing. The most striking effect was a progressive broadening and shifting to lower temperatures, with increasing methoprene concentrations, of the main transition phase of the dimyristoyl- or dipalmitoylphosphatidylcholine bilayers and of the lateral phase separation of liposomes reconstituted with the lipid extracts of B. stearothermophilus.
Similar content being viewed by others
Abbreviations
- DMPC:
-
dimyristoylphosphatidylcholine
- DPH:
-
1,6-diphenyl-1,3,5-hexatriene
- DPH-PA:
-
3-(p-(6-phenyl)-1,3,5-hexatrienyl)phenylpropionic acid
- DPPC:
-
dipalmitoylphosphatidylcholine
- DSC:
-
differential scanning calorimetry
- TEM:
-
transmission electron microscopy
References
Corbett, J. R., Wright, K., & Baillie, A. C. (1984). The biochemical mode of action of pesticides (pp. 224–225). London: Academic.
Breaud, T. P., Farlow, J. E., Steelman, C. D., & Schilling, P. E. (1977). Mosquito News, 37, 704–712.
Templeton, N. S., & Laufer, H. (1983). International Journal of Invertebrate Reproduction, 6, 99–110.
Quistad, G. B., Schooley, D. A., Staiger, L. E., Bergot, B. J., Sleight, B. H., & Macek, K. J. (1976). Pesticide Biochemistry and Physiology, 6, 523–529.
McKague, A. B., & Pridmore, R. B. (1978). Bulletin of Environmental Contamination and Toxicology, 20, 167–169.
La Clair, J. J., Bantle, J. A., & Dumont, J. (1998). Environmental Science & Technology, 32, 1453–1461.
Stocum, D. L. (2000). Teratology, 62, 147–150.
Ankley, G. T., Degitz, S. J., Diamond, S. A., & Tietge, J. E. (2004). Ecotoxicology and Environmental Safety, 58, 7–16.
Walker, A. N., Bush, P., Puritz, J., Wilson, T., Chang, E. S., Miller, T., et al. (2005). Integrative and Comparative Biology, 45, 118–126.
Mouritsen, O. G., & Jorgensen, K. (1998). Pharmaceutical Research, 15, 1507–1519.
Mouritsen, O. G. (2005). Life as a matter of fat, the emerging science of lipidomics pp. 159–172. Berlin: Springer-Verlag.
Jurado, A. S., Santana, A. C., Costa, M. S., & Madeira, V. M. C. (1987). Journal of General Microbiology, 133, 507–513.
Jurado, A. S., Pinheiro, T. J. T., & Madeira, V. M. C. (1991). Archives of Biochemistry and Biophysics, 289, 167–179.
Luxo, C., Jurado, A. S., & Madeira, V. M. C. (1998). Biochimica et Biophysica Acta, 1369, 71–84.
Rosa, S. M. L. J., Antunes-Madeira, M. C., Matos, M. J., Jurado, A. S., & Madeira, V. M. C. (2000). Biochimica et Biophysica acta, 1487, 286–295.
Monteiro, J. P., Jurado, A. S., Moreno, A. J. M., & Madeira, V. M. C. (2005). Toxicology In Vitro, 19, 951–956.
Spurr, A. R. (1969). Journal of Ultrastructure Research, 26, 31–43.
Bligh, E. G., & Dyer, W. J. (1959). Canadian Journal of Biochemistry and Physiology, 37, 911–917.
Bartlett, G. R. (1959). Journal of Biological Chemistry, 234, 466–468.
Bottcher, C. J. F., van Gent, C. M., & Pries, C. (1961). Analytica Chimica Acta, 24, 203–204.
Antunes-Madeira, M. C., & Madeira, V. M. C. (1989). Pesticide Science, 26, 167–179.
Donato, M. M., Antunes-Madeira, M. C., Jurado, A. S., & Madeira, V. M. C. (1997). Bulletin of Environmental Contamination and Toxicology, 59, 696–701.
Shinitzky, M., & Barenholz, Y. (1978). Biochimica et Biophysica Acta, 515, 367–394.
Lentz, B. R. (1989). Chemistry and Physics of Lipids, 50, 171–190.
Andrich, M. P., & Vanderkooi, J. M. (1976). Biochemistry, 15, 1257–1261.
Trotter, P. J., & Storch, J. (1989). Biochimica et Biophysica Acta, 982, 131–139.
Tilley, L., Thulborn, K. R., & Sawyer, W. H. (1979). Journal of Biological Chemistry, 254, 2592–2594.
Stock, J. B., Stock, A. M., & Mottonen, J. M. (1990). Nature, 344, 395–400.
Trumpower, B. L., & Gennis, R. B. (1994). Annual Review of Biochemistry, 63, 675–716.
Donato, M. M., Jurado, A. S., Antunes-Madeira, M. C., & Madeira, V. M. C. (2000). Archives of Environmental Contamination and Toxicology, 39, 145–153.
Martins, J. D., Monteiro, J. P., Antunes-Madeira, M. C., Jurado, A. S., & Madeira, V. M. C. (2003). Toxicology In Vitro, 17, 595–601.
Monteiro, J. P., Martins, J. D., Luxo, P. C., Jurado, A. S., & Madeira, V. M. C. (2003). Toxicology In Vitro, 17, 629–634.
Mosley, G. A., Card, G. L., & Koostra, W. L. (1976). Canadian Journal of Microbiology, 22, 468–474.
Ecobichon, D. J. (2003). Toxic effects of pesticides. In C. D. Klaassen, & J. B. Watkins (Eds.), Casarett & Doull’s essentials of toxicology (pp. 333–347). New York: McGraw-Hill.
Jain, M. K., & Wu, N. M. (1977). Journal of Membrane Biology, 34, 157–201.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Monteiro, J.P., Videira, R.A., Matos, M.J. et al. Non-Selective Toxicological Effects of the Insect Juvenile Hormone Analogue Methoprene. A Membrane Biophysical Approach. Appl Biochem Biotechnol 150, 243–257 (2008). https://doi.org/10.1007/s12010-007-8127-6
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s12010-007-8127-6