Issue 47, 2019

An efficient ruthenium(ii) tris(bipyridyl)-based chemosensor for the specific detection of cysteine and its luminescence imaging in living zebrafish

Abstract

A novel luminescent chemosensor based on an α,β-unsaturated ketone conjugated Ru(bpy)32+ derivative (Ru-E) has been designed and synthesized for the highly selective and sensitive detection of cysteine in 100% aqueous solutions. Owing to the conjugate 1,4-addition of cysteine to α,β-unsaturated ketones, the non-luminescent chemosensor Ru-E could specifically react with cysteine to form the corresponding product, Ru-Cys, accompanied by remarkable luminescence enhancement at 620 nm. Job's plot and mass spectrometry analysis indicate a 1 : 2 binding stoichiometry between Ru-E and Cys. The sensing mechanism is confirmed by NMR and mass and emission spectrometry. Moreover, Ru-E exhibited very low cytotoxicity and was successfully applied to image endogenous thiols both in living bone mesenchymal stem cells (BMSCs) and zebrafish. In addition, Ru-E showed biological application for monitoring thiols in newborn-calf serum. The results of this work demonstrate that Ru-E would be a useful tool for physiological and pathological studies involving biothiols.

Graphical abstract: An efficient ruthenium(ii) tris(bipyridyl)-based chemosensor for the specific detection of cysteine and its luminescence imaging in living zebrafish

Supplementary files

Article information

Article type
Paper
Submitted
27 Aug 2019
Accepted
22 Oct 2019
First published
25 Oct 2019

New J. Chem., 2019,43, 18517-18524

An efficient ruthenium(II) tris(bipyridyl)-based chemosensor for the specific detection of cysteine and its luminescence imaging in living zebrafish

Y. Li, N. Shi and M. Li, New J. Chem., 2019, 43, 18517 DOI: 10.1039/C9NJ04426D

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