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The Oxidation Processes of Benzylaminopurines at Pencil Graphite Electrodes Modified by Monovalent Copper Ions

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Year of publication 2015
Type Article in Proceedings
Conference 17th Topical Meeting of the International Society of Electrochemistry
MU Faculty or unit

Faculty of Science

Field Physical chemistry and theoretical chemistry
Keywords benzylaminopurine; copper ions; PeGE; linear sweep voltammetry; cyclic voltammetry; elimination voltammetric procedure
Description Benzylaminopurine (6-BAP), the most important cytokinin of adenine type, and its methoxylated and chlorinated derivatives in the form of dinuclear complexes with metal ions are a hot topic in biuomedicine. BAPs are investigated as possible enzyme inhibitors, anti-bacterial, anti-viral and anti-tumor agents. The theoretical investigations of some 6-benzylaminopurine derivatives together with X-ray, FT-IR and Raman spectroscopy characterization were performed by Cajan et al. The aim of our contribution is the systematic voltammetric study of the oxidation processes of methoxylated and chlorinated (in positions 2', 3' and 4' of benzene ring) derivatives of 6-BAP. Voltammetric studies using LSV and CV techniques were performed in buffered H2O/Ch3OH solutions (pH 3.18 - 6.8; 2% v/v CH3OH) utilizing a pencil graphite electrode (PeGE - Tombow, Japan), the surface of which was in-situ modified with monovalent copper. The sensing is based on the formation of Cu(I)-BAP surface compexes which are subsequently stripped out from the electrode by potential scan. The stripping mode enables higher sensitivity in detecting the oxidation signals of all BAP derivatives. Where appropriate,voltammetric data were treated with Elimination voltammetric procedure - EVP to obtain details of the studied electrochemical transformations. The electrochemical experiments were complemented with UV/VIS spectral experiments, electron densities on atoms and precise determinations of the HOMO levels of the studied purine derivatives were obtained by quantum chemistry calculations.
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