Issue 31, 2017, Issue in Progress

A simple colorimetric and fluorescent probe with high selectivity towards cysteine over homocysteine and glutathione

Abstract

A novel fluorescent probe (AQDA) based on quinizarin is designed and synthesized. Owing to a nucleophilic addition and a specific intramolecular cyclization reaction, the probe displays high selectivity towards cysteine (Cys) relative to other natural amino acids. The maximum fluorescent intensity is 30-fold that of the initial value in the presence of 5.0 equiv. Cys, and its detection limit is 0.158 μM. The recognition mechanism is further confirmed through mass spectroscopy and proton nuclear magnetic resonance titration. Simultaneously, the fluorescence enhancement mechanism is characterized by theoretical calculations, and experimental data are consistent with the theoretical results. Finally, the cellular imaging experiment verifies that AQDA possesses the capacity to detect endogenous Cys in living cells.

Graphical abstract: A simple colorimetric and fluorescent probe with high selectivity towards cysteine over homocysteine and glutathione

Supplementary files

Article information

Article type
Paper
Submitted
29 Dec 2016
Accepted
20 Mar 2017
First published
29 Mar 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 18867-18873

A simple colorimetric and fluorescent probe with high selectivity towards cysteine over homocysteine and glutathione

J. Guo, Z. Kuai, Z. Zhang, Q. Yang, Y. Shan and Y. Li, RSC Adv., 2017, 7, 18867 DOI: 10.1039/C6RA28829D

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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