title: Nucleoside analogue electrochemical behaviour and in situ evaluation of DNA-clofarabine interaction.
abstract: Nucleoside analogues have had a substantial impact on the treatment of cancer, especially haematological malignancies. The electrochemical behaviour of the nucleoside analogue clofarabine (CLF) was investigated at a glassy carbon electrode using cyclic, differential pulse and square wave voltammetry in different pH supporting electrolytes. The oxidation process of CLF is irreversible and pH-dependent with transfer of two protons and two electrons, following a diffusion controlled mechanism. The oxidation mechanism of CLF involves deprotonation and leads to the formation of a hydroxylated species that undergoes reversible redox reactions. The interaction of DNA and the antileukemia drug CLF was investigated using a dsDNA-electrochemical biosensor in incubated solutions by differential pulse voltammetry. The CLF-DNA interaction leads to changes in the DNA morphological structure, confirmed using the purinic homo-polynucleotide single stranded sequences of guanosine and adenosine, poly[G] and poly[A]-electrochemical biosensors.
authors.affiliation: Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade de Coimbra, Coimbra, Portugal.
authors.forename: H Eda
authors.initials: HE
authors.lastname: Satana
authors.forename: A Dora R
authors.initials: AD
authors.lastname: Pontinha
authors.forename: Victor C
authors.initials: VC
authors.lastname: Diculescu
authors.forename: Ana Maria
authors.initials: AM
authors.lastname: Oliveira-Brett
mesh_terms: D000227:Adenine Nucleotides / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry*; D001087:Arabinonucleosides / Q000737:chemistry*; D002244:Carbon; D000077866:Clofarabine; D004247:DNA / Q000737:chemistry*; D004058:Diffusion; D055664:Electrochemical Techniques; D004566:Electrodes; D004573:Electrolytes; D004583:Electrons; D005898:Glass; D006863:Hydrogen-Ion Concentration; D009690:Nucleic Acid Conformation; D010084:Oxidation-Reduction; D011061:Poly A / Q000737:chemistry*; D011068:Poly G / Q000737:chemistry*; D011522:Protons
chemical_list: D000227:Adenine Nucleotides; D000970:Antineoplastic Agents; D001087:Arabinonucleosides; D004573:Electrolytes; D011522:Protons; D011061:Poly A; D011068:Poly G; D002244:Carbon; D000077866:Clofarabine; D004247:DNA