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Issue 38, 2011
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Electrogenerated chemiluminescence of triazole-modified deoxycytidine analogues in N,N-dimethylformamide

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Abstract

Triazole-modified deoxycytidines have been prepared for incorporation into single-stranded deoxyribonucleic acid (ssDNA). Electrochemical responses and electrogenerated chemiluminescence (ECL) of these deoxycytidine (dC) analogues, 1–4, were investigated as the monomers. Cyclic voltammetry and differential pulse voltammetry techniques were used to determine the oxidation and reduction potentials of 1–4, along with the reversibility of their electrochemical reactions. The dC analogues, in N,N-dimethylformamide containing 0.1 M tetra-n-butylammonium perchlorate as electrolyte, exhibited weak relative ECL efficiencies following the annihilation mechanism, while these efficiencies were enhanced with the use of benzoyl peroxide following the coreactant mechanism. It was shown that these nucleosides could generate excited monomers, and excimers as seen by the red-shifted ECL maxima relative to their corresponding photoluminescence peak wavelengths.

Graphical abstract: Electrogenerated chemiluminescence of triazole-modified deoxycytidine analogues in N,N-dimethylformamide

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Publication details

The article was received on 29 Jun 2011, accepted on 11 Aug 2011 and first published on 01 Sep 2011


Article type: Paper
DOI: 10.1039/C1CP22116G
Citation: Phys. Chem. Chem. Phys., 2011,13, 17405-17412
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    Electrogenerated chemiluminescence of triazole-modified deoxycytidine analogues in N,N-dimethylformamide

    K. N. Swanick, D. W. Dodd, J. T. Price, A. L. Brazeau, N. D. Jones, R. H. E. Hudson and Z. Ding, Phys. Chem. Chem. Phys., 2011, 13, 17405
    DOI: 10.1039/C1CP22116G

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