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Enantiomer-Specific Study of Fenpropathrin in Soil-Earthworm Microcosms: Enantioselective Bioactivity, Bioaccumulation, and Toxicity.

In this study, the enantiomer-specific bioactivity, bioaccumulation, and toxicity of fenpropathrin (FEN) enantiomers were investigated in soil-earthworm microcosms. The bioactivity order was S-FEN > rac-FEN > R-FEN for Spodoptera litura and Conogethes punctiferalis. Moreover, S-FEN was 12.0 and 32.2 times more toxic than rac-FEN and R-FEN to earthworms, respectively. S-FEN degraded faster than R-FEN with the enrichment of R-FEN in the soil environment. Furthermore, the peak-shaped accumulation curves for FEN enantiomers were observed, and R-FEN was preferentially bioaccumulated by earthworms. As compared to R-FEN, S-FEN induced greater changes in the activities of detoxification enzymes, antioxidant enzymes, and malondialdehyde content, which suggested that earthworms exhibited enantioselective defense responses to S-FEN and R-FEN. Integrated biomarker response results indicated that S-FEN exhibited higher toxic effects on earthworms than R-FEN. Finally, molecular simulation revealed that the greater interaction forces between S-FEN and sodium channel protein could be the primary reason for the enantioselective bioactivity and toxicity of FEN enantiomers. This study comprehensively highlights the enantiomer-specific bioactivity, bioaccumulation, toxicity, and mechanism of FEN in soil-earthworm microcosms at the enantiomer level. Our findings will contribute to a better risk assessment of FEN in the soil ecosystem.