Issue 30, 2013
From the journal:

Organic & Biomolecular Chemistry

Fluorescein aldehyde with disulfide functionality as a fluorescence turn-on probe for cysteine and homocysteine in HEPES buffer†

Heejin Leea  and  Hae-Jo Kim*a  

* Corresponding authors

a Department of Chemistry, Hankuk University of Foreign Studies, Yongin 449-791, Republic of Korea
E-mail: haejkim@hufs.ac.kr
Fax: +82 31 330 4566
Tel: +82 31 330 4703

Abstract

We developed a fluorescein aldehyde probe with disulfide functionality for the fluorescence detection of biologically important thiols. The probe displayed highly selective responses to cysteine (Cys) and homocysteine (Hcy) over glutathione (GSH) due to the rapid ring formation reaction of Cys and Hcy with the aldehyde group of the probe and the concomitant cleavage of the disulfide group followed by subsequent intramolecular cyclization. The fluorescent probe also exhibited a highly sensitive fluorescence turn-on response to Hcy with a detection limit of 2.4 μM Hcy in HEPES buffer.

Graphical abstract: Fluorescein aldehyde with disulfide functionality as a fluorescence turn-on probe for cysteine and homocysteine in HEPES buffer

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Article information

DOI
https://doi.org/10.1039/C3OB41051J
Article type
Paper
Submitted
21 May 2013
Accepted
23 May 2013
First published
25 Jun 2013

Org. Biomol. Chem., 2013,11, 5012-5016

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Fluorescein aldehyde with disulfide functionality as a fluorescence turn-on probe for cysteine and homocysteine in HEPES buffer

H. Lee and H. Kim, Org. Biomol. Chem., 2013, 11, 5012 DOI: 10.1039/C3OB41051J

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