Distinct Metabolic Fates of 6PPD and 6PPD-Q in Rice under Root and Foliar Exposure Pathways

Highly toxic tire-derived N -(1,3-dimethylbutyl)- N′ -phenyl- p -phenylenediamine (6PPD) and its quinone derivative (6PPD-Q) threaten aquatic ecosystems, but their accumulation and metabolic fate in rice paddies remain unclear. This study investigated their uptake and biotransformation in rice under root and foliar exposure. Both compounds were absorbed by roots and leaves, with bioconcentration factors (log BCF) reaching 1.69 and 1.62 in roots and 0.74 and 0.53 in shoots for 6PPD and 6PPD-Q, respectively. Root exposure triggered Phase I oxidation (dealkylation, hydroxylation), while foliar exposure promoted Phase II conjugation. Molecular docking, enzyme activity, and gene expression supported these pathways, with enzyme levels increasing (cytochrome P450 monooxygenase by 12.5%–20.7%, glutathione S -transferase by 16.0%–59.0%). Metabolomics indicated a systemic response to root exposure, involving root metabolic inhibition and leaf-level compensatory adjustment. These findings clarify the biotransformation of 6PPD and 6PPD-Q in rice and emphasize the food-chain risks associated with multiroute exposure.

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Publication Details

Journal
Journal of Agricultural and Food Chemistry
Published
2026-07-01
DOI
https://doi.org/10.1021/acs.jafc.6c04398
Primary Topic
Pesticide and Herbicide Environmental Studies
Type
article
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article

Distinct Metabolic Fates of 6PPD and 6PPD-Q in Rice under Root and Foliar Exposure Pathways

Yi Yang, Yongqing Xiong, Xiao Deng, Li Li et al.
Journal of Agricultural and Food Chemistry
Pesticide and Herbicide Environmental Studies
article

Distinct Metabolic Fates of 6PPD and 6PPD-Q in Rice under Root and Foliar Exposure Pathways

Yi Yang, Yongqing Xiong, Xiao Deng, Li Li, Si Luo, Xufeng Luo, Shuotao Zhou, Tao Long, Jinlin Jiang
article en

Abstract

Highly toxic tire-derived N -(1,3-dimethylbutyl)- N′ -phenyl- p -phenylenediamine (6PPD) and its quinone derivative (6PPD-Q) threaten aquatic ecosystems, but their accumulation and metabolic fate in rice paddies remain unclear. This study investigated their uptake and biotransformation in rice under root and foliar exposure. Both compounds were absorbed by roots and leaves, with bioconcentration factors (log BCF) reaching 1.69 and 1.62 in roots and 0.74 and 0.53 in shoots for 6PPD and 6PPD-Q, respectively. Root exposure triggered Phase I oxidation (dealkylation, hydroxylation), while foliar exposure promoted Phase II conjugation. Molecular docking, enzyme activity, and gene expression supported these pathways, with enzyme levels increasing (cytochrome P450 monooxygenase by 12.5%–20.7%, glutathione S -transferase by 16.0%–59.0%). Metabolomics indicated a systemic response to root exposure, involving root metabolic inhibition and leaf-level compensatory adjustment. These findings clarify the biotransformation of 6PPD and 6PPD-Q in rice and emphasize the food-chain risks associated with multiroute exposure.

Journal of Agricultural and Food Chemistry
Ministry of Ecology and Environment (CN), State Key Laboratory of Pollution Control and Resource Reuse (CN), Nanjing Institute of Environmental Sciences (CN), Hunan Agricultural University (CN)
Openalex Percentile: Top 15%
Pesticide and Herbicide Environmental Studies
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Distinct Metabolic Fates of 6PPD and 6PPD-Q in Rice under Root and Foliar Exposure Pathways — Yi Yang, Yongqing Xiong, et al. · Journal of Agricultural and Food Chemistry (2026) | TGRS Research Map | TGRS