Publication Details

Category Text Publication
Reference Category Journals
DOI 10.1021/acs.est.3c02819
Licence creative commons licence
Title (Primary) Uptake and biotransformation of the tire rubber-derived contaminants 6-PPD and 6-PPD quinone in the zebrafish embryo (Danio rerio)
Author Grasse, N. ORCID logo ; Seiwert, B.; Massei, R.; Scholz, S. ORCID logo ; Fu, Q.; Reemtsma, T.
Source Titel Environmental Science & Technology
Year 2023
Department BIOTOX; ANA; MET
Volume 57
Issue 41
Page From 15598
Page To 15607
Language englisch
Topic T9 Healthy Planet
T5 Future Landscapes
Supplements https://pubs.acs.org/doi/suppl/10.1021/acs.est.3c02819/suppl_file/es3c02819_si_001.pdf
https://pubs.acs.org/doi/suppl/10.1021/acs.est.3c02819/suppl_file/es3c02819_si_002.xlsx
Keywords phase II metabolism; tire and road wear particles; suspect and nontarget screening; aquatic organisms; water quality
Abstract N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine (6-PPD) is a widely used antioxidant in tire rubber known to enter the aquatic environment via road runoff. The associated transformation product (TP) 6-PPD quinone (6-PPDQ) causes extreme acute toxicity in some fish species (e.g., coho salmon). To interpret the species-specific toxicity, information about biotransformation products of 6-PPDQ would be relevant. This study investigated toxicokinetics of 6-PPD and 6-PPDQ in the zebrafish embryo (ZFE) model. Over 96 h of exposure, 6-PPD and 6-PPDQ accumulated in the ZFE with concentration factors ranging from 140 to 2500 for 6-PPD and 70 to 220 for 6-PPDQ. A total of 22 TPs of 6-PPD and 12 TPs of 6-PPDQ were tentatively identified using liquid chromatography coupled to high-resolution mass spectrometry. After 96 h of exposure to 6-PPD, the TPs of 6-PPD comprised 47% of the total peak area (TPA), with 4-hydroxydiphenylamine being the most prominent in the ZFE. Upon 6-PPDQ exposure, >95% of 6-PPDQ taken up in the ZFE was biotransformed, with 6-PPDQ + O + glucuronide dominating (>80% of the TPA). Among other TPs of 6-PPD, a reactive N-phenyl-p-benzoquinone imine was found. The knowledge of TPs of 6-PPD and 6-PPDQ from this study may support biotransformation studies in other organisms.
Persistent UFZ Identifier https://www.ufz.de/index.php?en=20939&ufzPublicationIdentifier=27906
Grasse, N., Seiwert, B., Massei, R., Scholz, S., Fu, Q., Reemtsma, T. (2023):
Uptake and biotransformation of the tire rubber-derived contaminants 6-PPD and 6-PPD quinone in the zebrafish embryo (Danio rerio)
Environ. Sci. Technol. 57 (41), 15598 - 15607 10.1021/acs.est.3c02819