Journal article
Functional Group Properties and Position Drive Differences in Xenobiotic Plant Uptake Rates, but Metabolism Shares a Similar Pathway
Environmental science & technology letters, Vol.10(7), pp.596-603
06/21/2023
DOI: 10.1021/acs.estlett.3c00282
Appears in UI Libraries Support Open Access
Abstract
Plant uptake of xenobiotic compounds is crucial for phytoremediation (including green stormwater infrastructure) and exposure potential during crop irrigation with recycled water. Experimentally determining the plant uptake for every relevant chemical is impractical; therefore, illuminating the role of specific functional groups on the uptake of trace organic contaminants is needed to enhance predictive power. We used benzimidazole derivatives to probe the impact of functional group electrostatic properties and position on plant uptake and metabolism using the hydroponic model plant Arabidopsis thaliana. The greatest plant uptake rates occurred with an electron-withdrawing functional group at the 2 position; however, uptake was still observed with an electron-donating group. An electron-donating group at the 1 position significantly slowed uptake for both benzimidazole- and benzotriazole-based molecules used in this study, indicating possible steric effects. For unsubstituted benzimidazole and benzotriazole structures, the additional heterocyclic nitrogen in benzotriazole increased plant uptake rates compared to benzimidazole. Analysis of quantitative structure–activity relationship parameters for the studied compounds implicates energy-related molecular descriptors as uptake drivers. Despite significantly varied uptake rates, compounds with different functional groups yielded shared metabolites, including an impact on endogenous glutathione production. Although the topic is complex and influenced by multiple factors in the field, this study provides insights into the impact of functional groups on plant uptake, with implications for environmental fate and consumer exposure.
Details
- Title: Subtitle
- Functional Group Properties and Position Drive Differences in Xenobiotic Plant Uptake Rates, but Metabolism Shares a Similar Pathway
- Creators
- Claire P. Muerdter - University of IowaMegan M. Powers - University of IowaDanielle T. Webb - University of IowaSraboni Chowdhury - University of IowaKaitlyn E. Roach - Blank Children's HospitalGregory H. LeFevre - University of Iowa
- Resource Type
- Journal article
- Publication Details
- Environmental science & technology letters, Vol.10(7), pp.596-603
- DOI
- 10.1021/acs.estlett.3c00282
- ISSN
- 2328-8930
- eISSN
- 2328-8930
- Publisher
- American Chemical Society
- Grant note
- DOI: 10.13039/100000066, name: National Institute of Environmental Health Sciences, award: P30 ES005605; DOI: 10.13039/100000165, name: Division of Chemistry, award: CHE-1919422; DOI: 10.13039/100005825, name: National Institute of Food and Agriculture, award: 2021-67019-33680; DOI: 10.13039/100008893, name: University of Iowa; DOI: 10.13039/100000104, name: National Aeronautics and Space Administration, award: NNX16AL88H; DOI: 10.13039/100000146, name: Division of Chemical, Bioengineering, Environmental, and Transport Systems, award: 1844720; DOI: 10.13039/100000002, name: National Institutes of Health, award: P30 ES005605
- Language
- English
- Date published
- 06/21/2023
- Academic Unit
- Civil and Environmental Engineering; IIHR--Hydroscience and Engineering
- Record Identifier
- 9984442026702771
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