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Decomposition of N-hydroxylated compounds during atmospheric pressure chemical ionization

✍ Scribed by Silvan Eichenberger; Michaël Méret; Stefan Bienz; Laurent Bigler

Book ID
102379148
Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
311 KB
Volume
45
Category
Article
ISSN
1076-5174

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✦ Synopsis

Abstract

N‐Hydroxylated polyamine derivatives were found to decompose during the ionization process of liquid chromatography‐atmospheric pressure chemical ionization‐mass spectrometry (LC‐APCI‐MS) experiments. The phenomenon was studied with a model compound, a synthetic N‐hydroxylated tetraamine derivative. It was found that reduction, oxidation and water elimination occurred during APCI to generate the corresponding amine, N‐oxide, and imine. The investigation further revealed that decomposition of hydroxylamines during APCI depends upon the concentration of the analyte and on the acidity of the solution introduced into the ionization source. The pH‐dependence of decomposition was utilized for the development of an MS method that allows for the unambiguous identification of NOH functionalities. This method was applied for the study of natural products including polyamine toxins from the venom of the spider Agelenopsis aperta and mayfoline, a cyclic polyamine derivative of the shrub Maytenus buxifolia. Copyright © 2009 John Wiley & Sons, Ltd.

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