Detection of CAG repeat DNA sequences by pyrene-functionalized pyrrole-imidazole polyamides

Detection of CAG repeat DNA sequences by pyrene-functionalized pyrrole-imidazole polyamides
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DOI:
10.1016/j.bmc.2007.07.055
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发表时间:
2007-11-15
影响因子:
3.5
通讯作者:
Sugiyama, Hiroshi
Sugiyama, Hiroshi
中科院分区:
医学3区
文献类型:
--
作者:
Bando, Toshikazu;Fujimoto, Jun;Sugiyama, Hiroshi

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以Py/Im单体和芘基丁基吡咯单体化合物9为原料,采用Fmoc固相合成法合成了5种具有芘荧光的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的情况下检查缀合物1-5的稳态荧光。在偶联物中,偶联物I在不存在ODN的情况下在470 nm附近没有显示背景发射,并且在加入ODN I和2后观察到在475 nm处发射的明显增加。偶联物I在475 nm处的发光强度随ODN浓度和CAG重复序列数的增加而线性增加。结果表明,偶联物I在结合DNA的小沟时有效地形成芘激基缔合物。(C)2007爱思唯尔有限公司版权所有。
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 I showed no background emission around 470 nm in the absence of ODNs, and a clear increase of emission at 475 run was observed upon addition of ODNs I and 2. The emission of conjugate I at 475 nm increased linearly with the concentration of ODN and the number of CAG repeats. The results indicate that conjugate I efficiently forms a pyrene excimer upon binding in the minor groove of DNA. (C) 2007 Elsevier Ltd. All rights reserved.