Journal article
Combining Experimental Sorption Parameters with QSAR to Predict Neonicotinoid and Transformation Product Sorption to Carbon Nanotubes and Granular Activated Carbon
ACS ES&T water, Vol.2(1), pp.247-258
01/14/2022
DOI: 10.1021/acsestwater.1c00492
Appears in UI Libraries Support Open Access
Abstract
We recently discovered that transformation of the neonicotinoid insecticidal pharmacophore alters sorption propensity to activated carbon, with products adsorbing less than parent compounds. To assess the environmental fate of novel transformation products that lack commercially available standards, researchers must rely on predictive approaches. In this study, we combined computationally derived quantitative structure–activity relationship (QSAR) parameters for neonicotinoids and neonicotinoid transformation products with experimentally determined Freundlich partition constants (log K F for sorption to carbon nanotubes [CNTs] and granular activated carbon [GAC]) to model neonicotinoid and transformation product sorption. QSAR models based on neonicotinoid sorption to functionalized/nonfunctionalized CNTs (used to generalize/simplify neonicotinoid-GAC interactions) were iteratively generated to obtain a multiple linear regression that could accurately predict neonicotinoid sorption to CNTs using internal and external validation (within 0.5 log units of the experimentally determined value). The log K F,CNT values were subsequently related to log K F,GAC where neonicotinoid sorption to GAC was predicted within 0.3 log-units of experimentally determined values. We applied our neonicotinoid-specific model to predict log K F,GAC for a suite of novel neonicotinoid transformation products (i.e., formed via hydrolysis, biotransformation, and chlorination) that do not have commercially available standards. We present this modeling approach as an innovative yet relatively simple technique to predict fate of highly specialized/unique polar emerging contaminants and/or transformation products that cannot be accurately predicted via traditional methods (e.g., pp-LFER), and highlights molecular properties that drive interactions of emerging contaminants.
Details
- Title: Subtitle
- Combining Experimental Sorption Parameters with QSAR to Predict Neonicotinoid and Transformation Product Sorption to Carbon Nanotubes and Granular Activated Carbon
- Creators
- Danielle T Webb - IIHRHydroscience & EngineeringMatthew R Nagorzanski - IIHRHydroscience & EngineeringDavid M Cwiertny - University of IowaGregory H LeFevre - IIHRHydroscience & Engineering
- Resource Type
- Journal article
- Publication Details
- ACS ES&T water, Vol.2(1), pp.247-258
- DOI
- 10.1021/acsestwater.1c00492
- ISSN
- 2690-0637
- eISSN
- 2690-0637
- Publisher
- American Chemical Society
- Grant note
- DOI: 10.13039/100000002, name: National Institutes of Health, award: 2 T32 GM008365, NIH Predoctoral Training Program in Biotechnology; DOI: 10.13039/100000001, name: National Science Foundation, award: CBET Environmental Engineering 1803197; name: Alfred P. Sloan Foundation Sloan Center for Exemplary Mentoring
- Language
- English
- Date published
- 01/14/2022
- Academic Unit
- Center for Health Effects of Environmental Contamination; Civil and Environmental Engineering; IIHR--Hydroscience and Engineering; Public Policy Center (Archive); Chemistry; Chemical and Biochemical Engineering
- Record Identifier
- 9984209493402771
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