Issue 15, 2017

BODIPY blocked anthroxyl radicals: the substituent effect on reactivity and fluorescence turn-on detection of a hydroxyl radical

Abstract

Two BODIPY-substituted anthroxyl radicals were investigated. The one with two ethyl substituents (2Et-BO-An-O) is sensitive to air and silica gel due to the lack of sufficient kinetic blocking, while another one with four methyl substituents (4Me-BO-An-O) shows high stability. The structure of the latter was fully characterized by X-ray crystallographic analysis and electron–spin resonance spectra. 4Me-BO-An-O was subjected to react with various reactive oxygen/nitrogen species (ROS/RNS) and selective fluorescence turn-on detection of a hydroxyl radical was achieved, validating the concept of “using stable radicals to detect ROS/RNS”.

Graphical abstract: BODIPY blocked anthroxyl radicals: the substituent effect on reactivity and fluorescence turn-on detection of a hydroxyl radical

Supplementary files

Article information

Article type
Communication
Submitted
09 Mar 2017
Accepted
27 Mar 2017
First published
27 Mar 2017

Org. Biomol. Chem., 2017,15, 3188-3191

BODIPY blocked anthroxyl radicals: the substituent effect on reactivity and fluorescence turn-on detection of a hydroxyl radical

F. Miao, Z. L. Lim, P. Hu, S. Dong, Q. Qi, X. Zhang and J. Wu, Org. Biomol. Chem., 2017, 15, 3188 DOI: 10.1039/C7OB00586E

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