Issue 16, 2014

A near-infrared fluorescent sensor for selective detection of cysteine and its application in live cell imaging

Abstract

Biological thiols, including cysteine (Cys), homocysteine (Hcy) and glutathione (GSH), play important roles in maintaining the appropriate redox status of biological systems. The discrimination between them is of great importance because of their different biological roles. Herein, we present a new near-infrared (NIR) fluorescent sensor Cy-NO2 for selective detection of Cys over Hcy/GSH. The nitrothiophenol group is introduced to quench the fluorescence through photo-induced electron transfer (PET). The sensor undergoes displacement of nitrothiophenol with thiol to turn on the fluorescence. The amino groups of Cys/Hcy further replace the thiolate to form amino-substituted products, which exhibit dramatically different photophysical properties compared to the sulfur-substituted product from the reaction with GSH. By means of more rapid intramolecular displacement of sulfur with the amino group of Cys than Hcy, the discrimination of Cys is achieved. Moreover, Cy-NO2 was successfully applied for bioimaging Cys in living cells.

Graphical abstract: A near-infrared fluorescent sensor for selective detection of cysteine and its application in live cell imaging

Supplementary files

Article information

Article type
Paper
Submitted
28 พ.ย. 2556
Accepted
14 ม.ค. 2557
First published
14 ม.ค. 2557

RSC Adv., 2014,4, 8360-8364

A near-infrared fluorescent sensor for selective detection of cysteine and its application in live cell imaging

Y. Guan, L. Niu, Y. Chen, L. Wu, C. Tung and Q. Yang, RSC Adv., 2014, 4, 8360 DOI: 10.1039/C3RA47116K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements