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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Chemical Communications

Issue 79, 2012

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

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

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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

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

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

DOI: 10.1039/C2CC35080G
Received 16 Jul 2012, Accepted 21 Aug 2012
First published online 22 Aug 2012

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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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Chunchang Zhao
Xuzhe Wang
Yanfen Zhang
Weihong Zhu

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

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

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