Dissipation and transformation of 17β-estradiol-17-sulfate in soil-water systems

J Hazard Mater. 2013 Sep 15:260:733-9. doi: 10.1016/j.jhazmat.2013.06.036. Epub 2013 Jun 21.

Abstract

In the environment, estrogen conjugates can be precursors to the endocrine-disrupting free estrogens, 17β-estradiol (E2) and estrone (E1). Compared to other estrogen conjugates, 17β-estradiol-17-sulfate (E2-17S) is detected at relatively high concentrations and frequencies in animal manure and surface runoff from fields receiving manure. To elucidate the lifecycle of manure-borne estrogens and their conjugates in the environment, the fate of radiolabelled E2-17S in agricultural soils was investigated using laboratory batch studies with soils of different organic carbon (OC) content (1.29% for topsoil versus 0.26% for subsoil). E2-17S was found relatively persistent in the aqueous phase throughout the duration of the 14 d experiment. The aqueous E2-17S persisted longer in the subsoil (half-lives (DT₅₀)=64-173 h) than the topsoil (DT₅₀=4.9-26 h), and the aqueous persistence of E2-17S depended on its initial concentration. The major transformation pathway was hydroxylation, yielding mono- and di-hydroxy-E2-17S (OH-E2-17S and diOH-E2-17S). Free estrogens, E2 and E1, were only observed in the sorbed phase of the soil at low concentrations (∼1% of applied dose), which demonstrated that deconjugation and subsequent oxidation had occurred. Although deconjugation was not a major pathway, E2-17S could be a precursor of free estrogens in the environment.

Keywords: 17β-Estradiol; 17β-Estradiol-17-sulfate; Deconjugation; Estrogen; Estrogen conjugate; Hydroxylation.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Agriculture / methods
  • Animals
  • Carbon / chemistry
  • Environmental Monitoring / methods
  • Estradiol / analogs & derivatives*
  • Estradiol / chemistry
  • Estrogens / chemistry
  • Hydrolysis
  • Hydroxylation
  • Kinetics
  • Manure
  • Mass Spectrometry
  • Oxygen / chemistry
  • Soil Pollutants / analysis
  • Soil Pollutants / isolation & purification*
  • Solvents / chemistry
  • Swine
  • Time Factors
  • Water Pollutants / analysis
  • Water Pollutants / isolation & purification*

Substances

  • Estrogens
  • Manure
  • Soil Pollutants
  • Solvents
  • Water Pollutants
  • estradiol 17-sulfate
  • Estradiol
  • Carbon
  • Oxygen