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

Aquatic Toxicology
Robin M Sternberg, G A LeBlanc

Abstract

Exposure to tributyltin (TBT) has been causally associated with the global occurrence of a pseudohermaphroditic condition called imposex in neogastropod species. TBT elevates free testosterone levels in these organisms, and this upsurge in testosterone may be involved in the development of imposex. We investigated the ability of TBT to inhibit acyl coenzyme A:testosterone acyltransferase (ATAT) activity as well as microsomal acyl-coenzyme A:17beta-estradiol acyltransferase (AEAT) in a neogastropod, the eastern mud snail Ilyanassa obsoleta as a mechanism by which TBT elevates free testosterone. TBT significantly inhibited both ATAT and AEAT activities in vitro at toxicologically relevant in vivo concentrations. Kinetic analyses revealed that TBT is a competitive inhibitor of ATAT (K(i)= approximately 9microM) and is a weaker, noncompetitive inhibitor of AEAT (K(i)= approximately 31microM). ATAT and AEAT activities associated with different microsome preparations were significantly correlated, and 17beta-estradiol competitively inhibited the fatty acid esterification of testosterone suggesting that one enzyme is responsible for biotransforming both testosterone and 17beta-estradiol to their corresponding fatty acid esters. Overal...Continue Reading

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Citations

Oct 1, 2011·Marine Environmental Research·Toshihiro HoriguchiMasatoshi Morita
Oct 29, 2011·Marine Environmental Research·Toshihiro HoriguchiHiroaki Shiraishi
Jul 31, 2008·Journal of Bone and Mineral Research : the Official Journal of the American Society for Bone and Mineral Research·Maija H BadeauMatti J Tikkanen
Mar 2, 2017·The Journal of Steroid Biochemistry and Molecular Biology·Tamar I SchwarzAlexander P Scott
Mar 23, 2017·The Science of the Total Environment·Tiago F Grilo, Rui Rosa
Jun 23, 2012·The Journal of Clinical Endocrinology and Metabolism·Feng WangMatti J Tikkanen
Aug 30, 2007·The Journal of Clinical Endocrinology and Metabolism·Maija BadeauMatti J Tikkanen
Jan 30, 2008·General and Comparative Endocrinology·Robin M SternbergGerald A Leblanc
Feb 12, 2010·Cold Spring Harbor Protocols·Maey GharbiahLisa M Nagy
Feb 1, 2011·The Journal of Steroid Biochemistry and Molecular Biology·Veera Vihma, Matti J Tikkanen
Mar 19, 2011·Aquatic Toxicology·Hiroshi UrushitaniToshihiro Horiguchi

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