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Literature DB >> 18062694

A highly selective fluorescent probe for thiol bioimaging.

Jean Bouffard¹, Youngmi Kim, Timothy M Swager, Ralph Weissleder, Scott A Hilderbrand.

Abstract

A new fluorescent turn-on probe (3) for the selective sensing and bioimaging of thiols is reported. In aqueous buffer solutions at physiological pH, thiols cleave the 2,4-dinitrobenzenesulfonyl group to release the red-emissive donor-acceptor fluorophore (4). The probe displays excellent immunity to interference from nitrogen and oxygen nucleophiles and the imaging of thiols in living cells is demonstrated.

Entities: Chemical Species

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Year: 2007 PMID： 18062694 DOI： 10.1021/ol702539v

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

23 in total

1. Conjugate addition/cyclization sequence enables selective and simultaneous fluorescence detection of cysteine and homocysteine.

Authors: Xiaofeng Yang; Yixing Guo; Robert M Strongin
Journal: Angew Chem Int Ed Engl Date: 2011-09-20 Impact factor: 15.336

2. Tracking bacterial infection of macrophages using a novel red-emission pH sensor.

Authors: Yuguang Jin; Yanqing Tian; Weiwen Zhang; Sei-Hum Jang; Alex K-Y Jen; Deirdre R Meldrum
Journal: Anal Bioanal Chem Date: 2010-08-19 Impact factor: 4.142

3. A novel regiospecific cascade synthesis of sulfonamide derivatives from N-(2-polychloroethyl)sulfonamides via chloroaziridine intermediates in the presence of mercaptoethanol.

Authors: Igor B Rozentsveig; Aleksandr V Popov; Gulnur N Rozentsveig; Valeriy Yu Serykh; Kirill A Chernyshev; Leonid B Krivdin; Galina G Levkovskaya
Journal: Mol Divers Date: 2010-03-25 Impact factor: 2.943

A highly selective fluorescent probe for thiol bioimaging.

1. Conjugate addition/cyclization sequence enables selective and simultaneous fluorescence detection of cysteine and homocysteine.

2. Tracking bacterial infection of macrophages using a novel red-emission pH sensor.

3. A novel regiospecific cascade synthesis of sulfonamide derivatives from N-(2-polychloroethyl)sulfonamides via chloroaziridine intermediates in the presence of mercaptoethanol.

4. Synthesis and use of QCy7-derived modular probes for the detection and imaging of biologically relevant analytes.

5. A highly selective fluorescent probe for detection of biological samples thiol and its application in living cells.

6. A Turn-on Fluorescent Probe for the Discrimination of Cys/Hcy and GSH With Dual Emission Signals.

7. Extending single molecule fluorescence observation time by amplitude-modulated excitation.

8. Thiol-selective fluorogenic probes for labeling and release.

9. Synthesis and photophysical properties of sulfonamidophenyl porphyrins as models for activatable photosensitizers.

10. Azido push-pull fluorogens photoactivate to produce bright fluorescent labels.