Issue 27, 2014

A mitochondria-targeted turn-on fluorescent probe based on a rhodol platform for the detection of copper(i)

Abstract

A new spirocyclized rhodol-based fluorescent probe has been developed for detecting mitochondrial Cu+. Alkylation of the hydroxy group of a xanthene moiety with a tris(2-pyridylmethyl)amine-based ligand induced the formation of a non-fluorescent spirocyclic structure. The reaction with Cu+ in the presence of submillimolar concentrations of glutathione at physiological pH resulted in the elimination of the ligand together with an increase in the fluorescence of the rhodol fluorophore. This probe was used to visualize mitochondrial Cu+ in copper supplemented cells.

Graphical abstract: A mitochondria-targeted turn-on fluorescent probe based on a rhodol platform for the detection of copper(i)

Supplementary files

Article information

Article type
Paper
Submitted
10 Mar 2014
Accepted
12 May 2014
First published
12 May 2014

Org. Biomol. Chem., 2014,12, 4999-5005

Author version available

A mitochondria-targeted turn-on fluorescent probe based on a rhodol platform for the detection of copper(I)

M. Taki, K. Akaoka, K. Mitsui and Y. Yamamoto, Org. Biomol. Chem., 2014, 12, 4999 DOI: 10.1039/C4OB00527A

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