The electrochemistry of 5-halocytosines at carbon based electrodes towards epigenetic sensing

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Title: The electrochemistry of 5-halocytosines at carbon based electrodes towards epigenetic sensing
Authors: Sanjuán, Ignacio | Martín-Gómez, Andrés Noel | Graham, John P. | Hernández Ibáñez, Naiara | Banks, Craig E. | Thiemann, Thies | Iniesta, Jesus
Research Group/s: Electroquímica Aplicada y Electrocatálisis
Center, Department or Service: Universidad de Alicante. Departamento de Química Física | Universidad de Alicante. Instituto Universitario de Electroquímica
Keywords: Epigenetic modification | 5-Chlorocytosine | 5-Bromocytosine | Glassy carbon | Electrochemical sensor
Knowledge Area: Química Física
Issue Date: 20-Aug-2018
Publisher: Elsevier
Citation: Electrochimica Acta. 2018, 282: 459-468. doi:10.1016/j.electacta.2018.06.050
Abstract: Epigenetic modifications in DNA are strongly linked to the triggering and development of pathophysiological disorders and cancer diseases. The halogenation of DNA via radical species, particularly the formation of 5-chlorocytosine (ClC), has recently emerged as epigenetic modification. This work deals for the first time with the exploration of the electrochemical behaviour of ClC on different carbon electrodes such as glassy carbon and boron-doped diamond using cyclic voltammetry and square wave voltammetry. When comparing both carbon materials, the use of glassy carbon turned out to be the appropriate in terms of a more well-defined anodic wave and higher sensitivity. The electrochemical oxidation potential of ClC resulted to be linearly dependent on the pH with a maximum current intensity in acetic acid buffer solution under the conditions used. Moreover, a linear response between peak current intensity and ClC concentration was obtained within the range of 200 and 1000 μM with a limit of detection of 200 μM. In order to elucidate the reaction mechanism of the process, the main oxidation products after a preparative electrolysis were detected by HPLC-MS. Simultaneous detection of ClC in the presence of the unmodified cytosine and mixtures containing other nucleic bases such as guanine, adenine and thymine was also addressed. Finally, the effect of the halogen atom (X = F, Cl, Br) located at position C-5 of the cytosine entity upon the electrooxidation process was examined by theoretical calculations, too.
Sponsor: I.S.M., N.H.I. and J.I. thank the Ministerio de Economia y Competitividad MINECO, Spain for its financial support by the research projects CTQ2013-48280-C3-3-R and CTQ2016-76231-C2-2-R.
ISSN: 0013-4686 (Print) | 1873-3859 (Online)
DOI: 10.1016/j.electacta.2018.06.050
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2018 Elsevier Ltd.
Peer Review: si
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