Department of Chemical Biology and Applied Chemistry, School of Engineering, Nihon University, Koriyama, Fukushima 963-8642, Japan.
Bioorg Med Chem Lett. 2013 Feb 1;23(3):886-92. doi: 10.1016/j.bmcl.2012.11.029. Epub 2012 Dec 6.
We synthesized various C8-naphthylethynylated 2'-deoxyadenosine derivatives and investigated their photophysical properties. Among them, cyano- and N,N-dimethylamino-substituted 8-naphthylethynylated 2'-deoxyadenosine derivatives ((cn)A and (dn)A) showed strong fluorescence with high quantum yields and a remarkable solvatofuorochromicity. In particular, fluorescence of N,N-dimethylamino-substituted (2,6dn)A was not quenched by neighboring guanines (Gs) when incorporated in DNA duplexes, in contrast to (cn)A. We developed a new fluorescent probe containing (2,6dn)A that can be used for the detection of target DNA via a bulge formation regardless of the neighboring sequences.
我们合成了各种 C8-萘基乙炔基 2'-脱氧腺苷衍生物，并研究了它们的光物理性质。其中，氰基和 N,N-二甲基氨基取代的 8-萘基乙炔基 2'-脱氧腺苷衍生物 ((cn)A 和 (dn)A) 具有强荧光，量子产率高，显著的溶剂致变色性。特别是，当 N,N-二甲基氨基取代的 (2,6dn)A 掺入 DNA 双链体时，其荧光不会被相邻的鸟嘌呤 (Gs) 猝灭，这与 (cn)A 不同。我们开发了一种含有 (2,6dn)A 的新型荧光探针，通过形成凸起，可以用于检测靶 DNA，而与相邻序列无关。
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