Target-triggered deprotonation of 6-hydroxyindole-based BODIPY: specially switch on NIR fluorescence upon selectively binding to Zn2+

Jian Cao; Chunchang Zhao; Xuzhe Wang; Yanfen Zhang; Weihong Zhu

doi:10.1039/C2CC35080G

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Target-triggered deprotonation of 6-hydroxyindole-based BODIPY: specially switch on NIR fluorescence upon selectively binding to Zn²⁺†

Jian Cao,^ab Chunchang Zhao,*^a Xuzhe Wang,^a Yanfen Zhang^a and Weihong Zhu*^a

Author affiliations

* Corresponding authors

^a Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, Shanghai 200237, P. R. China
E-mail: zhaocchang@ecust.edu.cn, whzhu@ecust.edu.cn

^b Shanghai University of Engineering Science, Shanghai 201620, P. R. China

Abstract

Based on 6-hydroxyindole BODIPY with a Schiff-base structure, NIR fluorescence with impressively high selectivity is triggered by deprotonation of the phenol group upon binding with Zn²⁺ due to the chelation-enhanced fluorescence effect, thus realizing a promising application in bioimaging of Zn²⁺.

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Article information

DOI: https://doi.org/10.1039/C2CC35080G
Article type: Communication
Submitted: 16 Jul 2012
Accepted: 21 Aug 2012
First published: 22 Aug 2012

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Chem. Commun., 2012,48, 9897-9899

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Target-triggered deprotonation of 6-hydroxyindole-based BODIPY: specially switch on NIR fluorescence upon selectively binding to Zn²⁺

J. Cao, C. Zhao, X. Wang, Y. Zhang and W. Zhu, Chem. Commun., 2012, 48, 9897 DOI: 10.1039/C2CC35080G

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