title: Electrogenerated chemiluminescence of triazole-modified deoxycytidine analogues in N,N-dimethylformamide.
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.
authors: Department of Chemistry, The University of Western Ontario, 1151 Richmond Street, London, Ontario N6A 5B7, Canada.
authors: Kalen N
authors: KN
authors: Swanick
authors: David W
authors: DW
authors: Dodd
authors: Jacquelyn T
authors: JT
authors: Price
authors: Allison L
authors: AL
authors: Brazeau
authors: Nathan D
authors: ND
authors: Jones
authors: Robert H E
authors: RH
authors: Hudson
authors: Zhifeng
authors: Z
authors: Ding
mesh_terms: D003562:Cytidine / Q000031:analogs & derivatives*; D004126:Dimethylformamide; D055664:Electrochemical Techniques; D005559:Formamides / Q000737:chemistry*; D049449:Luminescence; D014230:Triazoles / Q000737:chemistry*
chemical_list: D005559:Formamides; D014230:Triazoles; D003562:Cytidine; D004126:Dimethylformamide