Issue 71, 2012
From the journal:

Chemical Communications

A nitroolefin functionalized BODIPY chemodosimeter for biothiols driven by an unexpected conjugated addition mechanism†

Min Zhang,a   Yangchun Wu,a   Shengzhou Zhang,b   Hongnian Zhu,b   Qiong Wu,a   Lijuan Jiao*a  and  Erhong Hao*a  

* Corresponding authors

a Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, China
E-mail: jiao421@mail.ahnu.edu.cn, haoehong@mail.ahnu.edu.cn

b School of Life Science, Anhui Normal University, Wuhu, China

Abstract

A weakly fluorescent nitroolefin functionalized BODIPY 1 was prepared and rapidly reacted with thiols through an unexpected conjugated addition to the azafulvene ring of BODIPY to generate highly fluorescent BODIPYs 4 and 5. This reaction was applied for the highly selective and sensitive detection of Cys in living cells.

Graphical abstract: A nitroolefin functionalized BODIPY chemodosimeter for biothiols driven by an unexpected conjugated addition mechanism

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Article information

DOI
https://doi.org/10.1039/C2CC33749E
Article type
Communication
Submitted
24 May 2012
Accepted
17 Jul 2012
First published
18 Jul 2012

Chem. Commun., 2012,48, 8925-8927

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A nitroolefin functionalized BODIPY chemodosimeter for biothiols driven by an unexpected conjugated addition mechanism

M. Zhang, Y. Wu, S. Zhang, H. Zhu, Q. Wu, L. Jiao and E. Hao, Chem. Commun., 2012, 48, 8925 DOI: 10.1039/C2CC33749E

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