Publication Date:
2013-09-28
Description:
Trenbolone acetate (TBA) is a high-value steroidal growth promoter often administered to beef cattle, whose metabolites are potent endocrine-disrupting compounds. We performed laboratory and field phototransformation experiments to assess the fate of TBA metabolites and their photoproducts. Unexpectedly, we observed that the rapid photohydration of TBA metabolites is reversible under conditions representative of those in surface waters (pH 7, 25 degrees C). This product-to-parent reversion mechanism results in diurnal cycling and substantial regeneration of TBA metabolites at rates that are strongly temperature- and pH-dependent. Photoproducts can also react to produce structural analogs of TBA metabolites. These reactions also occur in structurally similar steroids, including human pharmaceuticals, which suggests that predictive fate models and regulatory risk assessment paradigms must account for transformation products of high-risk environmental contaminants such as endocrine-disrupting steroids.〈br /〉〈br /〉〈a href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4096139/" target="_blank"〉〈img src="https://static.pubmed.gov/portal/portal3rc.fcgi/4089621/img/3977009" border="0"〉〈/a〉 〈a href="https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4096139/" target="_blank"〉This paper as free author manuscript - peer-reviewed and accepted for publication〈/a〉〈br /〉〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Qu, Shen -- Kolodziej, Edward P -- Long, Sarah A -- Gloer, James B -- Patterson, Eric V -- Baltrusaitis, Jonas -- Jones, Gerrad D -- Benchetler, Peter V -- Cole, Emily A -- Kimbrough, Kaitlin C -- Tarnoff, Matthew D -- Cwiertny, David M -- 8 P20 GM103440-11/GM/NIGMS NIH HHS/ -- P20 GM103440/GM/NIGMS NIH HHS/ -- P30 ES005605/ES/NIEHS NIH HHS/ -- S10 RR025500/RR/NCRR NIH HHS/ -- S10-RR025500/RR/NCRR NIH HHS/ -- UL1 RR024979/RR/NCRR NIH HHS/ -- UL1RR024979/RR/NCRR NIH HHS/ -- New York, N.Y. -- Science. 2013 Oct 18;342(6156):347-51. doi: 10.1126/science.1243192. Epub 2013 Sep 26.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Department of Civil and Environmental Engineering, University of Iowa, 4105 Seamans Center for the Engineering Arts and Sciences, Iowa City, IA 52242-1527, USA.〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/24072818" target="_blank"〉PubMed〈/a〉
Keywords:
Anabolic Agents/adverse effects/*chemistry/metabolism
;
Animals
;
Cattle
;
Darkness
;
Desiccation
;
Endocrine Disruptors/adverse effects/*chemistry/*metabolism
;
Environmental Health
;
Humans
;
Hydrogen-Ion Concentration
;
*Photolysis
;
Risk Assessment
;
Temperature
;
Trenbolone Acetate/adverse effects/*chemistry/metabolism
;
Water/*chemistry
;
Water Pollutants/adverse effects/*chemistry/metabolism
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
,
Chemistry and Pharmacology
,
Computer Science
,
Medicine
,
Natural Sciences in General
,
Physics
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