Enantiomers of chiral molecules can undergo interconversion leading to markedly different toxicities, which can introduce significant uncertainty when evaluating biological and environmental fates. However, enantiomerization (the reversible conversion of one enantiomer into the other) related to soil microorganism is rarely understood. For better understanding, S-triadimefon and R-triadimefon enantiopure were incubated in different soils with different pH value. Both high-performance liquid chromatography and high-throughput sequencing technology were used to explore target analytes quantitatively and microbial taxa related to the conversion process. Results revealed a significant enantiomerization among the soils. The alkaline soil from Beijing had a faster conversion than neutral soil from Changchun, while acidic soil from Wuhan had no conversion. At the same results, analysis of bacteria community showed higher abundance of Arthrobacter and Halomonas genus in alkaline soil than neutral soil after treatments, but the acidic soil was lower. Moreover, Arthrobacter and Halomonas were responsible for converting S-triadimefon to R-triadimefon and R-triadimefon to S-triadimefon in alkaline and neutral soil, respectively. Thus, these genera may be one of the reasons to explain the enantiomerization in different soils observed in this study. Thus, research at microbial level is necessary for efficient ecological risk assessment of chiral fungicide.
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http://dx.doi.org/10.1002/chir.22796 | DOI Listing |
Phytochemistry
December 2024
Department of Crop and Soil Science, North Carolina State University, Raleigh, NC, USA. Electronic address:
Plant species can accumulate secondary metabolites in optically pure form or, occasionally, as enantiomeric mixtures. Interestingly, enantiomers of the same molecule can confer different biological activities. In tobacco (Nicotiana tabacum L.
View Article and Find Full Text PDFPest Manag Sci
October 2024
Guangxi Key Laboratory of Agro-Environment and Agric-Products Safety, National Demonstration Center for Experimental Plant Science Education, College of Agriculture, Guangxi University, Nanning, People's Republic of China.
Background: Flusulfinam, a novel chiral herbicide, effectively controls Echinochloa crusgalli and Digitaria sanguinalis in paddy fields, indicating significant potential for practical agricultural applications. However, limited information is available on flusulfinam from a chiral perspective. A comprehensive evaluation of the enantiomeric levels of flusulfinam was performed.
View Article and Find Full Text PDFJ Hazard Mater
September 2024
Key Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, Interdisciplinary Research Academy, Zhejiang Shuren University, Hangzhou 310015, China; MOE Key Laboratory of Environmental Remediation and Ecosystem Health, Institute of Environmental Health, College of Environmental and Resource Sciences, Zhejiang University, Hangzhou 310058, China.
Chlorinated pollutants may follow distinct degradation pathways in anaerobic environments compared to aerobic settings. However, the understanding of the behaviors and fate of dichlorodiphenyltrichloroethanes (DDTs) under anaerobic conditions remains limited. To address this knowledge gap, we conducted a study on flooded soil samples collected from three typical paddy fields in China using an integrated approach of enantiomer-specific analysis and compound-specific stable carbon isotope analysis.
View Article and Find Full Text PDFEnviron Pollut
August 2024
Department of Pesticide Science, College of Plant Protection, Nanjing Agricultural University, State & Local Joint Engineering Research Center of Green Pesticide Invention and Application, Nanjing 210095, China. Electronic address:
Fenpropidin (FPD), a widely employed chiral fungicide, is frequently detected in diverse environments. In an in vitro rat liver microsomes cultivation (RLMs), the metabolism exhibited the order of R-FPD > S-FPD, with respective half-lives of 10.42 ± 0.
View Article and Find Full Text PDFJ Hazard Mater
July 2024
State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China; School of Environment, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, Hangzhou 310024, China; College of Resource and Environment, University of Chinese Academy of Sciences, Beijing 100049, China.
This study investigated the occurrence, stereoisomeric behavior, and potential sources of hexabromocyclododecanes (HBCDs) in topsoil and terrestrial vegetation from Svalbard and ocean sediment samples from Kongsfjorden, an open fjord on the west coast of Spitsbergen. The mean levels of total concentrations (ΣHBCDs) were comparable to those in other remote regions and were lower than those in source regions. Elevated proportions of α-HBCD with an average of 41% in the terrestrial samples and 25% in ocean sediments compared to those in commercial products (10-13% for α-HBCD) were observed, implying isomerization from γ- to α-HBCD in the Arctic environment.
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