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FRET-derived ratiometric fluorescence sensor for Cu2+

Authors
Kim, Hyun JungPark, Sun YoungYoon, SangwoonKim, Jong Seung
Issue Date
11-2월-2008
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
TETRAHEDRON, v.64, no.7, pp.1294 - 1300
Indexed
SCIE
SCOPUS
Journal Title
TETRAHEDRON
Volume
64
Number
7
Start Page
1294
End Page
1300
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/124084
DOI
10.1016/j.tet.2007.11.063
ISSN
0040-4020
Abstract
New N-(pyrenylmethyl)naphtho-azacrown-5 (1) was synthesized as an 'On-Off' fluorescent chemosensor for Cu2+. Excited at 240 nm corresponding to the absorption of naphthalene unit (energy donor) of 1, emission at 380 nm from pyrene unit (energy acceptor) is observed, indicating that intramolecular fluorescence resonance energy transfer (FRET-On) occurs in 1. When Cu2+ is added to a solution of 1, however, the fluorescence of pyrene is strongly quenched (FRET-Off) whereas that of naphthalene group is revived. Such FRET 'On-Off' behavior of 1 is observed only in the case of Cu2+ binding, but not for other metal cations. The high selectivity of 1 toward Cu2+ can be potentially applied to a new kind of FRET-based chemosensor. The FRET On-Off behavior is supported by computational studies. The calculated molecular orbitals of HOMO and LUMOs suggest the excited-state interactions leading to FRET from naphthalene to pyrene in 1, but no electron density changes in 1.Cu2+ complex. (c) 2007 Elsevier Ltd. All rights reserved.
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