Issue 8, 2005
From the journal:

Organic & Biomolecular Chemistry

Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(ii) in living cells

Yunkou Wu,a   Xiaojun Peng,*a   Binchen Guo,a   Jiangli Fan,a   Zhichao Zhang,a   Jingyun Wang,a   Aijun Cuia  and  Yunling Gaoa  

* Corresponding authors

a State Key Laboratory of Fine Chemicals, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012, China
E-mail: pengxj@dlut.edu.cn
Fax: +86-411-88993885
Tel: +86-411-88993899

Abstract

A simple PET fluorescence sensor (BDA) for Zn2+ that utilizes 1,3,5,7-tetramethyl-boron dipyrromethene as a reporting group and di(2-picolyl)amine as a chelator for Zn2+ has been synthesized and characterized. BDA has an excitation (491 nm) and emission wavelength (509 nm) in the visible range. The fluorescence quantum yields of the zinc-free and zinc-bound states of BDA are 0.077 and 0.857, respectively. With a low pKa of 2.1 ± 0.1, BDA has the advantage of less sensitivity to pH than fluorescein-based Zn2+ sensors, and the fluorescence emission of zinc-binding is pH-independent in the range of pH 3–10. Under physiological conditions, metal ions such as Na+, K+, Ca2+, Mg2+, Mn2+ and Fe2+ have little interference. The apparent dissociation constant (Kd) is 1.0 ± 0.1 nM. Using fluorescence microscopy, the sensor is shown to be capable of imaging intracellular Zn2+ changes.

Graphical abstract: Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(ii) in living cells

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Article information

DOI
https://doi.org/10.1039/B501795E
Article type
Paper
Submitted
03 Feb 2005
Accepted
03 Mar 2005
First published
16 Mar 2005

Org. Biomol. Chem., 2005,3, 1387-1392

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Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(II) in living cells

Y. Wu, X. Peng, B. Guo, J. Fan, Z. Zhang, J. Wang, A. Cui and Y. Gao, Org. Biomol. Chem., 2005, 3, 1387 DOI: 10.1039/B501795E

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