Identification of Triclosan-O-Sulfate and other transformation products of Triclosan formed by activated sludge

Sci Total Environ. 2015 Feb 1:505:39-46. doi: 10.1016/j.scitotenv.2014.09.077. Epub 2014 Oct 10.

Abstract

Aerobic degradation experiments of Triclosan were performed in activated sludge to identify possible transformation products for this compound. During 7 days, the formation of biotransformation products such as 2,4-Dichlorophenol, 4-Chlorocatechol, 5-Hydroxy-Triclosan and other Monohydroxy-Triclosan derivatives as well as Dihydroxy-Triclosan-derivatives were observed. The structure of 5-Hydroxy-Triclosan was elucidated by NMR data for the first time in sludge degradation experiments. Additionally the production of a hitherto unknown transformation product in sludge, i.e., Triclosan-O-Sulfate was detected. During the incubations, the concentrations of this transformation product changed from zero to 330 μg L(-1). Based on the analysis of the biodegradation products, three types of reactions were identified: 1) chemical scission of ether bond to form phenols and catechols, 2) addition of OH moieties to the aromatic ring, and 3) adding of methyl or sulfate groups to the original hydroxyl group.

Keywords: Activated sludge; Mass spectrometry; Transformation products; Triclosan; Triclosan-O-Sulfate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents, Local / analysis*
  • Biotransformation
  • Environmental Monitoring*
  • Sewage / chemistry
  • Triclosan / analysis*
  • Waste Disposal, Fluid / methods*
  • Water Pollutants, Chemical / analysis*

Substances

  • Anti-Infective Agents, Local
  • Sewage
  • Water Pollutants, Chemical
  • Triclosan