A highly selective "turn-on" fluorescent chemosensor based on hydroxy pyrene-hydrazone derivative for Zn2+

被引:100
作者
Choi, Ji Young [2 ]
Kim, Dabin [1 ]
Yoon, Juyoung [1 ,2 ]
机构
[1] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea
[2] Ewha Womans Univ, Dept Bioinspired Sci WCU, Seoul 120750, South Korea
关键词
Zinc ion sensor; Fluorescent sensor; Pyrene; Internal charge transfer; Fluorescent probe; Off-On sensor; ZINC IONS; METAL-IONS; AQUEOUS-SOLUTION; CHARGE-TRANSFER; RECENT PROGRESS; SENSOR; DESIGN; FLUOROPHORE; BIOSENSORS; SWITCHES;
D O I
10.1016/j.dyepig.2012.08.009
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new hydroxypyrene-based sensor 1 was designed and synthesized as a Zn2+ selective colorimetric and fluorescent chemosensor. This chemosensor showed a new UV-vis absorption peak (lambda(max) = 498 nm) with Zn2+, which can be attributed to an internal charge transfer (ICT) mechanism. In addition, Zn2+ induced a highly selective "turn-on" fluorescence enhancement at long wavelength (lambda(max) = 588 nm) in a buffered system. A significant fluorescence enhancement was observed upon the addition of Zn2+. The combination of two phenol groups on the pyrene and phenyl moieties as well as a conjugated hydrazone group can generate a binding pocket for Zn2+. These results also demonstrate that 1-hydroxypyrene-2-carboaldehyde can be a unique platform to introduce various ligands for the colorimetric and fluorescent recognition of metal ions. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:176 / 179
页数:4
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