Song Haifeng, Li Xiaohong, Long Yitao, Schatte Gabriele, Kraatz Heinz-Bernhard
Department of Chemistry, University of Saskatchewan, Saskatoon, SK, CanadaS7N 5C9.
Dalton Trans. 2006 Oct 21(39):4696-701. doi: 10.1039/b608077d. Epub 2006 Aug 10.
This paper reports syntheses, crystal structures and electrochemical results for two ferrocene(Fc)-modified pyrimidine nucleosides that could potentially be used for investigating electron transfer in DNA. Fc was directly attached to the 5-position of deoxyuridine and deoxycytidine via the Stille coupling reaction. Fc-modified uridine was incorporated into DNA trinucleotides with standard solid-phase synthesis. The structures of corresponding detritylated compounds were determined by single-crystal X-ray analysis. Electrochemical investigations of all compounds by cyclic voltammetry revealed reversible redox processes.
本文报道了两种二茂铁（Fc）修饰的嘧啶核苷的合成、晶体结构及电化学研究结果，这些核苷有可能用于研究DNA中的电子转移。通过Stille偶联反应，Fc直接连接到脱氧尿苷和脱氧胞苷的5位。采用标准固相合成法将Fc修饰的尿苷掺入DNA三核苷酸中。通过单晶X射线分析确定了相应的去三苯甲基化化合物的结构。通过循环伏安法对所有化合物进行的电化学研究表明存在可逆的氧化还原过程。
