Issue 14, 2015

Multi-analyte, ratiometric and relay recognition of a 2,5-diphenyl-1,3,4-oxadiazole-based fluorescent sensor through modulating ESIPT

Abstract

A new two dipicolyl amine (DPA) dangled 2,5-diphenyl-1,3,4-oxadiazole derivatized sensor L has been designed and synthesized. Sensor L displays excited state intramolecular proton transfer (ESIPT) properties in buffered water solution (HEPES 10 mM, pH = 7.4). L shows highly selective and ratiometric fluorescence responses to Zn2+ in a 1 : 2 binding ratio. Fluorescence spectra and 1H NMR studies demonstrate that L binds Zn2+ ions through its amide form, which promoted the ESIPT emission enhancement. The in situ generated L–2Zn2+ complex can serve as a relay recognition sensor toward PPi and S2− via further complexation and Zn2+ sequestering processes respectively. Thus, multi-analyte and relay recognition of L through modulating ESIPT has been achieved.

Graphical abstract: Multi-analyte, ratiometric and relay recognition of a 2,5-diphenyl-1,3,4-oxadiazole-based fluorescent sensor through modulating ESIPT

Supplementary files

Article information

Article type
Paper
Submitted
14 Dec 2014
Accepted
05 Jan 2015
First published
07 Jan 2015

RSC Adv., 2015,5, 10505-10511

Multi-analyte, ratiometric and relay recognition of a 2,5-diphenyl-1,3,4-oxadiazole-based fluorescent sensor through modulating ESIPT

L. Tang, Z. Zheng, Z. Huang, K. Zhong, Y. Bian and R. Nandhakumar, RSC Adv., 2015, 5, 10505 DOI: 10.1039/C4RA16347H

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