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Electrochemical simulation of metabolic reactions of the secondary fungal metabolites alternariol and alternariol methyl ether

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Abstract

Mycotoxins are secondary plant metabolites that have been found to cause severe diseases in humans and livestock. Exposure can take place on a daily basis since mycotoxins can be found not only in food, animal food, and dietary supplements but also in materials used in buildings. For this work, the Alternaria toxins alternariol (AOH) and alternariol methyl ether (AME) are chosen as representatives for this relevant compound class and are investigated regarding their oxidative phase I metabolism using a combination of electrochemical (EC) oxidation and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). This previously established method has been proven to be a valuable tool for the electrochemical simulation of certain phase I metabolic reactions. A comparison of the electrochemically generated products with those formed during microsomal incubation demonstrates the potential of the method for the successful prediction of the main phase I metabolic reactions of mycotoxins. It can thus find use as a supportive method in the elucidation of the metabolic pathways of various mycotoxins.

On-line set-up used for the electrochemical simulation of metabolism reactions of Alternaria toxins. (a) Electrochemical oxidation is coupled directly to the ESI interface of the MS for the generation of mass voltammograms. (b) Implementation of an HPLC system allows a chromatographic separation of previously generated oxidation products.

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Authors and Affiliations

  1. Institute of Inorganic and Analytical Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstraße 30, 48149, Münster, Germany

    Hannah Simon, Grete Hoffmann & Uwe Karst

  2. Institute of Food Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstr. 45, 48149, Münster, Germany

    Florian Hübner & Hans-Ulrich Humpf

Authors
  1. Hannah Simon
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  2. Grete Hoffmann
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  3. Florian Hübner
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  4. Hans-Ulrich Humpf
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  5. Uwe Karst
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Correspondence to Uwe Karst.

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The authors declare no conflict of interest associated with this work.

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Simon, H., Hoffmann, G., Hübner, F. et al. Electrochemical simulation of metabolic reactions of the secondary fungal metabolites alternariol and alternariol methyl ether. Anal Bioanal Chem 408, 2471–2483 (2016). https://doi.org/10.1007/s00216-016-9344-z

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  • DOI: https://doi.org/10.1007/s00216-016-9344-z

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