Characterizing biotransformation products and pathways of the flame retardant triphenyl phosphate in Daphnia magna using non-target screening

Triphenyl phosphate (TPHP), one of the organophosphate flame retardants, has been widely used in manufacturing, thereby causing a gradual increase in TPHP concentrations in aquatic environments. However, the information on the biotransformation mechanism of TPHP in invertebrates is lacking. The study identified the biotransformation products of TPHP in Daphnia magna, which showed particularly high toxicity in aquatic organisms, and determined the rates of depuration. Daphnia magna, a standard species for toxicity studies, was exposed to triphenyl phosphate and transferred to the pure medium. The biotransformation products of TPHP and its depuration rates were determined by liquid chromatography-high resolution mass spectrometry. Nine biotransformation products (five in the positive mode and four in the negative mode) of triphenyl phosphate were identified in D. magna. Based on the depuration ratio, the major biotransformation mechanism is estimated to be cysteine conjugation and sulfation. Certain biotransformation products (diphenyl phosphate, hydroxylated triphenyl phosphate, and thiol triphenyl phosphate) might induce toxicity in biota. The results could be used to predict main biotransformation processes and toxic products of organophosphate flame retardants in aquatic invertebrates.