Kinetic characterization of the inhibition of acyl coenzyme A:Steroid acyltransferases by tributyltin in the eastern mud snail (Ilyanassa obsoleta)

Aquatic Toxicology

Volumn 78, Issue 3, 2006, Pages 233-242

  Sternberg, Robin M ^a   LeBlanc, Gerald A ^a  

^a NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

17 Estradiol; Acyl coenzyme A:steroid acyltransferase; Endocrine; Imposex; Snail; Testosterone; Tributyltin

Indexed keywords

ACYL COENZYME A; ACYLTRANSFERASE; ESTRADIOL; FATTY ACID; FATTY ACID ESTER; STEROID; TESTOSTERONE; TRIBUTYLTIN;

CHEMICAL COMPOUND; ENZYME; FATTY ACID; HOMEOSTASIS; MICROCOSM; MUD; SNAIL; TESTOSTERONE;

ANIMAL TISSUE; ARTICLE; BIOTRANSFORMATION; ENZYME INHIBITION; ESTERIFICATION; HOMEOSTASIS; KINETICS; MICROSOME; NONHUMAN; PRIORITY JOURNAL; SNAIL;

ACYLTRANSFERASES; ANIMALS; ESTERIFICATION; ESTRADIOL; FEMALE; KINETICS; MICROSOMES; PALMITOYL COENZYME A; SNAILS; TESTOSTERONE; TRIALKYLTIN COMPOUNDS; WATER POLLUTANTS, CHEMICAL;

ANIMALIA; GASTROPODA; ILYANASSA OBSOLETA; NEOGASTROPODA;

EID: 33646878548     PISSN: 0166445X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.aquatox.2006.03.004     Document Type: Article

References (33)

1. Atanasov A.G., Nashev L.G., Tam S., Baker M.E., and Odermatt A. Organotins disrupt the 11β-hydroxysteroid dehydrogenase type 2-dependent local inactivation of glucocorticoids. Environ. Health Perspect. 113 (2005) 1600-1606
2. Bettin C., Oehlmann J., and Stroben E. TBT-induced imposex in marine neogastropods is mediated by an increasing androgen level. Helgolander Meeresun. 50 (1996) 299-317
3. Birchenough A.C., Barnes N., Evans S.M., Hinz H., Kronke I., and Moss C. A review and assessment of tributyltin contamination in the North Sea, based on surveys of butyltin tissue burdens and imposex/intersex in four species of neogastropods. Mar. Pollut. Bull. 44 (2002) 534-543
4. Bradford M.M., and Williams W.L. New, rapid, sensitive method for protein determination. Fed. Proc. 35 (1976) 274
5. Canesi L., Ciacci C., Betti M., Lorusso L.C., Marchi B., Burattini S., Falcieri E., and Gallo G. Rapid effects of 17β-estradiol on cell signaling and function of Mytilus hemocytes. Gen. Comp. Endocrinol. 136 (2004) 58-71
6. Cooke G.M. Effect of organotins on human aromatase activity in vitro. Toxicol. Lett. 126 (2002) 121-130
7. Fent K., and Stegeman J.J. Effects of tributyltin chloride on the hepatic microsomal monooxygenase system in the fish Stenotomus chrysops. Aquat. Toxicol. 20 (1991) 159-168
8. Fent K., and Bucheli T.D. Inhibition of hepatic microsomal monooxygenase system by organotins in vitro in freshwater fish. Aquat. Toxicol. 28 (1994) 107-126
9. Feral C., and LeGall S. The influence of a pollutant factor (tributyltin) on the neuroendocrine mechanism responsible for the occurrence of a penis in the females Ocenbra erinacea. In: Lever J., and Boer H.H. (Eds). Molluscan Neuro-endocrinology (1983), North Holland Pub. Co., Amsterdam 173-175
10. Fioroni P., Oehlmann J., and Stroben E. The pseudohermaphroditism of prosobranchs-morphological aspects. Zool. Anz. 226 (1991) 1-26
11. Gooding M.P., and LeBlanc G.A. Biotransformation and disposition of testosterone in the eastern mud snail Ilyanassa obsoleta. Gen. Comp. Endocrinol. 122 (2001) 172-180
12. Gooding M.P., Wilson V.S., Folmar L.C., Marcovich D.T., and LeBlanc G.A. The biocide tributyltin reduces the accumulation of testosterone as fatty acid esters in the mud snail (Ilyanassa obsoleta). Environ. Health Perspect. 111 (2003) 426-430
13. Gooding M.P., and LeBlanc G.A. Seasonal variation in the regulation of testosterone levels in the eastern mud snail (Ilyanassa obsoleta). Invertebr. Biol. 123 (2004) 237-243
14. Hansbro P.M., Foster P.S., Liu C.S., Potter B.V.L., and Denborough M.A. Kinetic-analysis of novel inhibitors of inositol polyphosphate metabolism. Biochem. Biophys. Res. Commun. 200 (1994) 8-15
15. Heidrich D.D., Steckelbroeck S., and Klingmuller D. Inhibition of human cytochrome P450 aromatase activity by butyltins. Steroids 66 (2001) 763-769
16. Horiguchi T., Shiraishi H., Shimizu M., and Morita M. Imposex in sea snails, caused by organotin (tributyltin and triphenyltin) pollution in Japan: a survey. Appl. Organomet. Chem. 11 (1997) 451-455
17. Janer G., Sternberg R.M., LeBlanc G.A., and Porte C. Testosterone conjugating activities in invertebrates: are they targets for endocrine disruptors?. Aquat. Toxicol. 71 (2005) 273-282
18. Janer G., Lavado R., Thibaut W., and Porte C. Effects of 17β-estradiol exposure in the mussel Mytilus galloprovincialis: a possible regulating role for steroid acyltransferases. Aquat. Toxicol. 75 (2005) 32-42
19. Jenner M.G. Pseudohermaphroditism in Ilyanassa obsoleta (Mollusca: Neogastropoda). Science 205 (1979) 1407-1409
20. LeBlanc G.A., Gooding M.P., and Sternberg R.M. Testosterone-fatty acid esterification: a unique target for the endocrine toxicity of tributyltin to gastropods. Integr. Comp. Biol. 45 (2005) 81-87
21. Matthiessen P., and Gibbs P.E. Critical appraisal of the evidence for tributyltin-mediated endocrine disruption in mollusks. Environ. Toxicol. Chem. 17 (1998) 37-43
22. McVey M.J., and Cooke G.M. Inhibition of rat testis microsomal 3β-hydroxysteroid dehydrogenase activity by tributyltin. J. Steroid Biochem. Mol. Biol. 86 (2003) 99-105
23. Morcillo Y., Janer G., O'Hara S.C.M., Livingstone D.R., and Porte C. Interaction of tributyltin with hepatic cytochrome P450 and uridine diphosphate-glucuronosyl transferase systems of fish: in vitro studies. Environ. Toxicol. Chem. 23 (2004) 990-996
24. Oberdorster E., and McClellan-Green P. The neuropeptide APGWamide induces imposex in the mud snail, Ilyanassa obsoleta. Peptides 21 (2000) 1323-1330
25. Oberdorster E., and McClellan-Green P. Mechanisms of imposex induction in the mud snail, Ilyanassa obsoleta: TBT as a neurotoxin and aromatase inhibitor. Mar. Environ. Res. 54 (2002) 715-718
26. Oehlmann J., Fioroni P., Stroben E., and Markert B. Tributyltin (TBT) effects on Ocinebrina aciculata (Gastropoda: Muricidae): imposex development, sterilization, sex change and population decline. Sci. Total Environ. 188 (1996) 205-223
27. Ronis M.J.J., and Mason A.Z. The metabolism of testosterone by the periwinkle (Littorina littorea) in vitro and in vivo: effects of tributyltin. Mar. Environ. Res. 42 (1996) 161-166
28. Smith B.S. Sexuality in the American mud snail, Nassarius obsoletus (Say). Proc. Malacol. Soc. London 39 (1971) 377-378
29. Spooner N., Gibbs P.E., Bryan G.W., and Goad L.J. The effect of tributyltin upon steroid titers in the female dogwhelk, Nucella lapillus, and the development of imposex. Mar. Environ. Res. 32 (1991) 37-49
30. Stefano G.B., Cadet P., Mantione K., Cho J.J., Jones D., and Zhu W. Estrogen signaling at the cell surface coupled to nitric oxide release in Mytilus edulis nervous system. Endocrinology 144 (2003) 1234-1240
31. Thornton J.W. Evolution of vertebrate steroid receptors from an ancestral estrogen receptor by ligand exploitation and serial genome expansions. Proc. Natl. Acad. Sci. U.S.A. 98 (2001) 5671-5676
32. Thornton J.W., Need E., and Crews D. Resurrecting the ancestral steroid receptor: ancient origin of estrogen signaling. Science 301 (2003) 1714-1717
33. van der Hoeven T.A., and Coon M.J. Preparation and properties of partially purified cytochrome-p450 and reduced nicotinamide adenine-dinucleotide phosphate-cytochrome P450 reductase from rabbit liver-microsomes. J. Biol. Chem. 249 (1974) 6302-6631