Applications of NMR in the Analysis of Agrochemicals and Pesticides

Bright, A.A.S.; Ratcliffe, George

doi:10.1016/s0066-4103(08)60255-0

Cited by 5 publications

(3 citation statements)

References 122 publications

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“…A review of NMR spectroscopy in the analysis of agrochemicals and pesticides has been reported by Bright and Ratcliffe [111]. Cade-Menun [112] presented a review about the application of liquid-state and solid-state 31 P NMR spectroscopy in analysis of environmental and agricultural samples.…”

Section: Pesticide Residue Analysis In Environment and Foodmentioning

confidence: 99%

Use of NMR techniques for toxic organophosphorus compound profiling

Koskela

2010

Journal of Chromatography B

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Section: Pesticide Residue Analysis In Environment and Foodmentioning

confidence: 99%

Use of NMR techniques for toxic organophosphorus compound profiling

Koskela

2010

Journal of Chromatography B

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“…The analytical chemistry toolbox offers various methods to elucidate the chemical structure of metabolites, including tandem mass spectrometry, nuclear magnetic resonance (NMR) spectroscopy, and radiolabeled analysis of samples. − Tandem mass spectrometry (MS/MS) is sensitive and fast, but data interpretation relies strongly on external standards collected in various libraries. On the other hand, NMR spectroscopy can resolve chemical structures without database references, − ,− but extensive purification is usually required, which is challenging, especially in multiwell plate in vitro studies. ,,,− Much progress has recently been achieved using infrared ion spectroscopy (IRIS), where IR spectra of mass-to-charge selected species in an LC–MS workflow are measured. − IRIS combines the sensitivity and selectivity of MS with the structural diagnostics of IR spectroscopy and has been successfully applied to identify, for instance, drug and plant metabolites. − ,,− …”

Section: Introductionmentioning

confidence: 99%

“…On the other hand, NMR spectroscopy can resolve chemical structures without database references, 8 − 11 , 21 − 25 but extensive purification is usually required, which is challenging, especially in multiwell plate in vitro studies. 12 , 13 , 20 , 23 − 27 Much progress has recently been achieved using infrared ion spectroscopy (IRIS), where IR spectra of mass-to-charge selected species in an LC–MS workflow are measured. 28 − 37 IRIS combines the sensitivity and selectivity of MS with the structural diagnostics of IR spectroscopy and has been successfully applied to identify, for instance, drug and plant metabolites.…”

Section: Introductionmentioning

confidence: 99%

Structural Elucidation of Agrochemical Metabolic Transformation Products Based on Infrared Ion Spectroscopy to Improve In Silico Toxicity Assessment

Vink,

Alarcan,

Martens

et al. 2023

Chem. Res. Toxicol.

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Toxicological assessments of newly developed agrochemical agents consider chemical modifications and their metabolic and biotransformation products. To carry out an in silico hazard assessment, understanding the type of chemical modification and its location on the original compound can greatly enhance the reliability of the evaluation. Here, we present and apply a method based on liquid chromatography−mass spectrometry (LC−MS) enhanced with infrared ion spectroscopy (IRIS) to better delineate the molecular structures of transformation products before in silico toxicology evaluation. IRIS facilitates the recording of IR spectra directly in the mass spectrometer for features selected by retention time and mass-to-charge ratio. By utilizing quantum-chemically predicted IR spectra for candidate molecular structures, one can either derive the actual structure or significantly reduce the number of (isomeric) candidate structures. This approach can assist in making informed decisions. We apply this method to a plant growth stimulant, digeraniol sinapoyl malate (DGSM), that is currently under development. Incubation of the compound in Caco-2 and HepaRG cell lines in multiwell plates and analysis by LC−MS reveals oxidation, glucuronidation, and sulfonation metabolic products, whose structures were elucidated by IRIS and used as input for an in silico toxicology assessment. The toxicity of isomeric metabolites predicted by in silico tools was also assessed, which revealed that assigning the right metabolite structure is an important step in the overall toxicity assessment of the agrochemical. We believe this identification approach can be advantageous when specific isomers are significantly more hazardous than others and can help better understand metabolic pathways.

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Analysis of Organophosphorus Chemicals

Riches

2015

Best Synthetic Methods

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Applications of NMR in the Analysis of Agrochemicals and Pesticides

Cited by 5 publications

References 122 publications

Use of NMR techniques for toxic organophosphorus compound profiling

Use of NMR techniques for toxic organophosphorus compound profiling

Structural Elucidation of Agrochemical Metabolic Transformation Products Based on Infrared Ion Spectroscopy to Improve In Silico Toxicity Assessment

Analysis of Organophosphorus Chemicals

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