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Unique sandwich stacking of pyrene-adenine-pyrene for selective and ratiometric fluorescent sensing of ATP at physiological pH

Title
Unique sandwich stacking of pyrene-adenine-pyrene for selective and ratiometric fluorescent sensing of ATP at physiological pH
Authors
Xu Z.Singh N.J.Lim J.Pan J.Ha N.K.Park S.Kim K.S.Yoon J.
Ewha Authors
윤주영박성수
SCOPUS Author ID
윤주영scopus
Issue Date
2009
Journal Title
Journal of the American Chemical Society
ISSN
0002-7863JCR Link
Citation
vol. 131, no. 42, pp. 15528 - 15533
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A pincer-like benzene-bridged sensor 1 with a pyrene excimer as a signal source and imidazolium as a phosphate anion receptor was synthesized and investigated for ATP sensing. A unique switch of excimer vs monomer pyrene fluorescence of 1 is observed in the presence of ATP due to the charcteristic sandwich π-π stacking of pyrene-adenine-pyrene. On the other hand, four other bases of nucleoside triphosphates such as GTP, CTP, UTP, and TTP can interact only from the outside with the already stabilized stacked pyrene-pyrene dimer of 1, resulting in excimer fluorescence quenching. The fluorescent intensity ratio of monomer-to-excimer for 1 upon binding with ATP (I 375/I 487) is much larger than that upon binding with ADP and AMP. This difference is large enough to discriminate ATP from ADP and AMP. As one of the biological applications, sensor 1 is successfully applied to the ATP staining experiments. Sensor 1 is also applied to monitor the hydrolysis of ATP and ADP by apyrase. The results indicate that 1 is a useful fluorescent sensor for investigations of ATP-relevant biological processes. © 2009 American Chemical Society.
DOI
10.1021/ja906855a
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
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