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High Performance Liquid Chromatography/Electrochemistry/High Resolution Electrospray Ionization‐Mass Spectrometry (HPLC/EC/HR ESI‐MS) Characterization of Selected Cytokinins Oxidation Products
Author(s) -
Karady Michal,
Novák Ondřej,
Horna Aleš,
Strnad Miroslav,
Doležal Karel
Publication year - 2015
Publication title -
electroanalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 128
eISSN - 1521-4109
pISSN - 1040-0397
DOI - 10.1002/elan.201400286
Subject(s) - chemistry , dehydrogenation , electrospray ionization , mass spectrometry , chromatography , electrochemistry , hydroxylation , high performance liquid chromatography , in vivo , electrospray , organic chemistry , electrode , enzyme , catalysis , microbiology and biotechnology , biology
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 celldehydrogenation and a less typical aliphatic hydroxylation. The resulting products are in correlation with their known in vivo metabolism.