Combination of high resolution mass spectrometry and a halogen extraction code to identify chlorinated disinfection byproducts formed from aromatic amino acids

Water Res. 2021 Feb 15:190:116710. doi: 10.1016/j.watres.2020.116710. Epub 2020 Nov 30.

Abstract

Chlorination can lead to the formation of hazardous chlorinated disinfection byproducts (Cl-DBPs). We identified tyrosine (Tyr) and tryptophan (Trp) as precursors of toxic Cl-DBPs and developed a halogen extraction code to complement ultra performance liquid chromatography in tandem with high resolution mass spectrometry (UPLC-HRMS) in detecting and identifying Cl-DBPs. We detected 20 and 11 Cl-DBPs formed from chlorination of Tyr and Trp, respectively, and identified the structures of 15 Cl-DBPs. Fourteen structures were previously unreported. We also proposed the tentative formation pathways of these newly identified Cl-DBPs. Their incidence in real water sources demonstrated that these Cl-DBPs are likely to form during chlorination of reclaimed water. We computationally predicted the toxicity of these Cl-DBPs, which was relatively high, indicating that these Cl-DBPs could be hazardous and were of valid concern. Combining analytical data with the halogen extraction code can identify Cl-DBPs accurately from complex compounds. This analytical method can be used to identify Cl-DBPs of water treatment procedures in further studies.

Keywords: Aromatic amino acids; Chlorination; Cl-DBPs; Halogen extraction code; UPLC-HRMS.

MeSH terms

  • Amino Acids, Aromatic
  • Disinfectants* / analysis
  • Disinfection
  • Drinking Water*
  • Halogenation
  • Halogens
  • Mass Spectrometry
  • Water Pollutants, Chemical* / analysis
  • Water Purification*

Substances

  • Amino Acids, Aromatic
  • Disinfectants
  • Drinking Water
  • Halogens
  • Water Pollutants, Chemical