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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; 박성수scopus
Issue Date
2009
Journal Title
Journal of the American Chemical Society
ISSN
0002-7863JCR Link
Citation
Journal of the American Chemical Society vol. 131, no. 42, pp. 15528 - 15533
Indexed
SCI; SCIE; SCOPUS WOS scopus
Document Type
Article
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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