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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
Author(s) -
Zöllner Peter,
Lienau Annette,
Albert Klaus,
Lindner Wolfgang
Publication year - 2003
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.484
Subject(s) - chemistry , derivatization , mass spectrometry , chromatography , tandem mass spectrometry , dichlorobenzene , liquid chromatography–mass spectrometry , high performance liquid chromatography , organic chemistry
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. Copyright © 2003 John Wiley & Sons, Ltd.