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Research article2015Peer reviewed

High Performance Liquid Chromatography/Electrochemistry/High Resolution Electrospray Ionization-Mass Spectrometry (HPLC/EC/HR ESI-MS) Characterization of Selected Cytokinins Oxidation Products

Karady, Michal; Novak, Ondrej; Horna, Ales; Strnad, Miroslav; Dolezal, Karel

Abstract

Electrochemistry combined with mass spectrometry represents an emerging analytical technique used to study the oxidation pathway of various drugs and in vivo occurring compounds, continuously showing a capability to generate many known metabolites or new oxidation products. An on-line HPLC/EC/HR ESI-MS method had been used to investigate the oxidation of selected cytokinin compounds. This setup allowed rapid identification and general structure elucidation of the obtained products. An electrochemical oxidation of isopentenyladenine resulted in five products, including hydroxylated and dehydrogenated products, which correlates very well with its in vivo metabolism. Electrochemical conversion of trans-zeatin revealed six products, with two dehydrogenation products corresponding to its in vivo occurring metabolites. cis-Zeatin oxidation in the electrochemical cell gave rise to eight products, resembling similarity to trans-zeatin oxidation. All three compounds underwent a complete turnover mainly through two oxidation reactions occurring in the electrochemical cell-dehydrogenation and a less typical aliphatic hydroxylation. The resulting products are in correlation with their known in vivo metabolism.

Keywords

Electrochemistry; Cytokinin; Oxidative metabolism; Mass spectrometry

Published in

Electroanalysis
2015, Volume: 27, number: 2, pages: 406-414
Publisher: WILEY-V C H VERLAG GMBH

    UKÄ Subject classification

    Analytical Chemistry

    Publication identifier

    DOI: https://doi.org/10.1002/elan.201400286

    Permanent link to this page (URI)

    https://res.slu.se/id/publ/87407