Issue 21, 2012

A colorimetric and fluorescent dual probe for specific detection of cysteine based on intramolecular nucleophilic aromatic substitution

Abstract

4-Nitro-1,8-naphthalic anhydride (NNA) was used to distinguish cysteine from homocysteine and other potentially interfering thiols through a novel sequential substitution mechanism. The discrimination involves a blue-fluorescent thioether formation via nucleophilic aromatic substitution of the nitro group by thiol, followed by a second intramolecular nucleophilic aromatic substitution of alkylthio with the amino group to give the green-fluorescent 4-amino derivative. NNA is highly selective towards Cys, and the detection limit of Cys by this method is 0.3 μM.

Graphical abstract: A colorimetric and fluorescent dual probe for specific detection of cysteine based on intramolecular nucleophilic aromatic substitution

Supplementary files

Article information

Article type
Paper
Submitted
13 May 2012
Accepted
27 Aug 2012
First published
28 Aug 2012

Analyst, 2012,137, 5046-5050

A colorimetric and fluorescent dual probe for specific detection of cysteine based on intramolecular nucleophilic aromatic substitution

L. Ma, J. Qian, H. Tian, M. Lan and W. Zhang, Analyst, 2012, 137, 5046 DOI: 10.1039/C2AN35624D

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