Derivatization reaction of the mycotoxin moniliformin with 1,2-diamino-4,5-dichlorobenzene: structure elucidation of an unexpected reaction product by liquid chromatography/tandem mass spectrometry and liquid chromatography/nuclear magnetic resonance spectroscopy |
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Authors: | Zöllner Peter Lienau Annette Albert Klaus Lindner Wolfgang |
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Institution: | Bayer Cropscience, Product Technology-Analytics Frankfurt, Industriepark H?chst-G836, D-65926 Frankfurt, Germany. peter.zoellner@bayercropscience.com |
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Abstract: | The derivatization reaction of the mycotoxin moniliformin with 1,2-diamino-4,5-dichlorobenzene was previously introduced to improve distinctly the sensitivity of an assay applying high-performance liquid chromatography prior to fluorescence detection. In the course of the implementation of this derivatization approach into a liquid chromatographic/mass spectrometric method, an unexpected derivatization product has now been discovered by mass spectrometry. In order to elucidate its structure, detailed investigations with liquid chromatography/tandem mass spectrometry and liquid chromatography coupled on-line with NMR spectroscopy were performed. These studies give evidence for a heterocyclic structure that has been formed by the loss of one water and one carbon monoxide molecule. A reasonable mechanism for this derivatization reaction is proposed. |
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Keywords: | moniliformin mycotoxin liquid chromatography/mass spectrometry liquid chromatography/nuclear magnetic resonance spectroscopy derivatization |
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