BODIPY-Based Ratiometric Fluorescent Sensor for Highly Selective Detection of Glutathione over Cysteine and Homocysteine
Journal of the American Chemical Society2012Vol. 134(46), pp. 18928–18931
Citations Over TimeTop 1% of 2012 papers
Abstract
We report a ratiometric fluorescent sensor based on monochlorinated BODIPY for highly selective detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy). The chlorine of the monochlorinated BODIPY can be rapidly replaced by thiolates of biothiols through thiol-halogen nucleophilic substitution. The amino groups of Cys/Hcy but not GSH further replace the thiolate to form amino-substituted BODIPY. The significantly different photophysical properties of sulfur- and amino-substituted BODIPY enable the discrimination of GSH over Cys and Hcy. The sensor was applied for detection of GSH in living cells.
Related Papers
- → Colorimetric detection of thiol-containing amino acids using gold nanoparticles(2002)188 cited
- → Dynamic Relation between Reduced, Oxidized, and Protein-Bound Homocysteine and Other Thiol Components in Plasma During Methionine Loading in Healthy Men(1992)128 cited
- → Highly selective colorimetric sensor for cysteine and homocysteine based on azo derivatives(2006)97 cited
- → A Bodipy-based derivative for selective fluorescence sensing of homocysteine and cysteine(2010)74 cited
- → A hemicyanine complex for the detection of thiol biomolecules by fluorescence(2016)19 cited