Revealing specific transformation pattern of sulfonamides during wastewater biological treatment processes by molecular networking nontarget screening

Abstract

Biotransformation of emerging contaminants (ECs) is of importance in various natural and engineered systems to eliminate the adverse effects of ECs toward organisms. In wastewater, structurally similar ECs may transform through similar reactions triggered by common enzymes. However, the transformation pattern for them was scarcely studied. To fill the research gaps, five sulfonamides were chosen as the targeted ECs with similar structure to explore the transformation pattern in wastewater biological treatment experiments at lab scale. Through molecular networking based nontarget screening, 45 transformation products (TPs) of sulfonamides were identified and 14 of them were newly found. On the basis, five specific transformation patterns were summarized for sulfonamides by transformation pathways comparing, reaction frequency analyzing and dominant TPs comparing. Results suggested that pterin-chelation and formylation (dominant transformation pathway) and acetylation, methylation and deamination reactions were commonly occurred for sulfonamides in wastewater. Among them, the role of formylation as the dominant transformation pathway for sulfonamides transformed in wastewater was firstly reported in present study. Subsequent frontier molecular orbital calculation suggested the active site of amino (N₁H₂-) may contribute the specific transformation pattern of sulfonamides. Present study reveals the specific transformation pattern of sulfonamides from the aspect of TPs and transformation pathways. In the future, knowledge on the specific transformation pattern can be used to regulate and enhance the removal of a class of ECs with similar structure rather than just one of ECs.

Keywords: Molecular networking; Sulfonamides; Transformation pattern; Transformation products; Wastewater.