Department of Chemistry, The University of Western Ontario, 1151 Richmond Street, London, Ontario N6A 5B7, Canada.
Phys Chem Chem Phys. 2011 Oct 14;13(38):17405-12. doi: 10.1039/c1cp22116g. Epub 2011 Sep 1.
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.
已制备了三唑修饰的脱氧胞嘧啶核苷，以将其掺入单链脱氧核糖核酸（ssDNA）中。这些脱氧胞嘧啶核苷（dC）类似物 1-4 作为单体，研究了它们的电化学响应和电致化学发光（ECL）。使用循环伏安法和差分脉冲伏安法技术来确定 1-4 的氧化和还原电位，以及它们的电化学反应的可逆性。在含有 0.1 M 四丁基高氯酸铵的 N，N-二甲基甲酰胺中，dC 类似物在湮灭机制下表现出微弱的相对 ECL 效率，而在使用过氧化苯甲酰后，效率则通过共反应物机制得到提高。结果表明，这些核苷可以生成激发态单体和缔合激子，这可以通过与相应的光致发光峰波长相比，ECL 最大值的红移看出。
