title: 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.
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.
authors.affiliation: Bayer Cropscience, Product Technology-Analytics Frankfurt, Industriepark Höchst-G836, D-65926 Frankfurt, Germany. peter.zoellner@bayercropscience.com
authors.forename: Peter
authors.initials: P
authors.lastname: Zöllner
authors.forename: Annette
authors.initials: A
authors.lastname: Lienau
authors.forename: Klaus
authors.initials: K
authors.lastname: Albert
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Lindner
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003503:Cyclobutanes / Q000032:analysis / Q000145:classification*; D007202:Indicators and Reagents / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D013058:Mass Spectrometry / Q000379:methods*; D015394:Molecular Structure; D009183:Mycotoxins / Q000032:analysis / Q000737:chemistry*
chemical_list: D001555:Benzene Derivatives; D003503:Cyclobutanes; D007202:Indicators and Reagents; D009183:Mycotoxins; C008539:moniliformin; C477847:1,2-diamino-4,5-dichlorobenzene