A highly selective "turn-on" fluorescent chemosensor based on hydroxy pyrene-hydrazone derivative for Zn 2+

Ji Young Choi, Dabin Kim, Juyoung Yoon

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96 Scopus citations


A new hydroxypyrene-based sensor 1 was designed and synthesized as a Zn 2+ selective colorimetric and fluorescent chemosensor. This chemosensor showed a new UV-vis absorption peak (λ max = 498 nm) with Zn 2+, which can be attributed to an internal charge transfer (ICT) mechanism. In addition, Zn 2+ induced a highly selective "turn-on" fluorescence enhancement at long wavelength (λ max = 588 nm) in a buffered system. A significant fluorescence enhancement was observed upon the addition of Zn 2+. 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 Zn 2+. 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.

Original languageEnglish
Pages (from-to)176-179
Number of pages4
JournalDyes and Pigments
Issue number1
StatePublished - Jan 2013

Bibliographical note

Funding Information:
This work was supported by the New & Renewable Energy Technology Development Program of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) grant funded by the Korea government Ministry of Knowledge Economy (No. 2011T100100637 ) and WCU program ( R31-2008-000-10010-0 ). This work was also supported by the Ewha Global Top5 Grant 2011 of Ewha Womans University. Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) on a Jeol JMS 700 high resolution mass spectrometer.


  • Fluorescent probe
  • Fluorescent sensor
  • Internal charge transfer
  • Off-On sensor
  • Pyrene
  • Zinc ion sensor


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