Fluorescence and electrochemical detection of pyrimidine/purine transversion by a ferrocenyl aminonaphthyridine derivative

Fluorescence and electrochemical detection of pyrimidine/purine transversion by a ferrocenyl aminonaphthyridine derivative
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DOI:
10.1039/b716682f
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发表时间:
2008-01-01
影响因子:
3.2
通讯作者:
Teramae, Norio
Teramae, Norio
中科院分区:
化学3区
文献类型:
--
作者:
Morita, Kotaro;Sato, Yusuke;Teramae, Norio

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描述了一种用于嘧啶/嘌呤转换的新型氢键形成配体,其包含荧光萘啶部分和作为电化学指示剂的二茂铁基基团。通过荧光和电化学测量证实了氢键介导的 DNA 双链体脱碱基位点靶核碱基识别。荧光滴定分析表明,该配体与脱碱基位点相对的目标核碱基形成1:1复合物后表现出明显的荧光猝灭,选择性依次为胞嘧啶>胸腺嘧啶>腺嘌呤、鸟嘌呤,反映了氢键形成的稳定性。
A novel hydrogen bond-forming ligand for pyrimidine/purine transversion, which contains both a fluorescent naphthyridine moiety and a ferrocenyl group as an electrochemical indicator, is described. Hydrogen bond-mediated recognition for a target nucleobase at an abasic site in a DNA duplex is confirmed by both fluorescence and electrochemical measurements. The analysis by fluorescence titration reveals that the ligand shows significant fluorescent quenching upon formation of a 1 : 1 complex with the target nucleobase opposite the abasic site, and the selectivity is in the order of cytosine > thymine > adenine, guanine, reflecting the stability of the hydrogen bond formation.