Bando Toshikazu, Fujimoto Jun, Minoshima Masafumi, Shinohara Ken-Ichi, Sasaki Shunta, Kashiwazaki Gengo, Mizumura Masatoshi, Sugiyama Hiroshi
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
Bioorg Med Chem. 2007 Nov 15;15(22):6937-42. doi: 10.1016/j.bmc.2007.07.055. Epub 2007 Aug 24.
Five N-methylpyrrole-N-methylimidazole (Py-Im) polyamides possessing a fluorescent pyrene were synthesized by Fmoc solid-phase synthesis using Py/Im monomers and pyrenylbutyl-pyrrole monomer compound 9. The steady state fluorescence of conjugates 1-5 was examined in the presence and absence of (CAG)(12)-containing oligodeoxynucleotides (ODNs) 1 and 2. Of the conjugates, conjugate 1 showed no background emission around 470 nm in the absence of ODNs, and a clear increase of emission at 475 nm was observed upon addition of ODNs 1 and 2. The emission of conjugate 1 at 475 nm increased linearly with the concentration of ODN and the number of CAG repeats. The results indicate that conjugate 1 efficiently forms a pyrene excimer upon binding in the minor groove of DNA.
使用芘基丁基吡咯单体化合物9，通过Fmoc固相合成法合成了五种带有荧光芘的N-甲基吡咯-N-甲基咪唑（Py-Im）聚酰胺。在存在和不存在含（CAG）(12)的寡脱氧核苷酸（ODN）1和2的情况下，检测了缀合物1-5的稳态荧光。在不存在ODN的情况下，缀合物1在470nm左右没有背景发射，而在加入ODN 1和2后，观察到475nm处的发射明显增加。缀合物1在475nm处的发射随ODN浓度和CAG重复次数呈线性增加。结果表明，缀合物1在与DNA小沟结合时有效地形成了芘激基缔合物。
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