Alkynylpyrenes as improved pyrene-based biomolecular probes with the advantages of high fluorescence quantum yields and long absorption/emission wavelengths

被引:223
作者
Maeda, H
Maeda, T
Mizuno, K
Fujimoto, K
Shimizu, H
Inouye, M
机构
[1] Osaka Prefecture Univ, Grad Sch Engn, Dept Appl Chem, Sakai, Osaka 5998531, Japan
[2] Toyama Med & Pharmaceut Univ, Fac Pharmaceut Sci, Sugitani, Toyama 9300194, Japan
关键词
alkynylpyrenes; biosensors; fluorescence; fluorophores; photochemistry;
D O I
10.1002/chem.200500638
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photochemical properties of various alkynylpyrene derivatives have been investigated in detail with a view to developing a new class of pyrene-based biomolecular probes. The absorption maxima of the alkynylpyrenes were seen to be shifted to longer wavelengths compared with those of the unsubstituted parent pyrene. Fluorescence quantum yields of the alkynylpyrenes dramatically increased up to 0.99 in ethanol, and only slight quenching of the fluorescence occurred even under aerated conditions. The alkynylpyrenes have been successfully introduced into representative biomolecules such as peptides, proteins, and DNAs. The detectabilities of the labeled biomolecules were significantly improved, with the unique photochemical characteristics of the pyrene nucleus being maintained.
引用
收藏
页码:824 / 831
页数:8
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