Chalcogen-based ratiometric reversible BODIPY redox sensors for the determination of enantioselective methionine sulfoxide reductase activity
Language English Country Great Britain, England Media electronic
Document type Journal Article
PubMed
35543358
DOI
10.1039/d2cc02016e
Knihovny.cz E-resources
- MeSH
- Methionine metabolism MeSH
- Methionine Sulfoxide Reductases * MeSH
- Oxidation-Reduction MeSH
- Reactive Oxygen Species MeSH
- Selenium * MeSH
- Boron Compounds MeSH
- Stereoisomerism MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene MeSH Browser
- Methionine MeSH
- Methionine Sulfoxide Reductases * MeSH
- Reactive Oxygen Species MeSH
- Selenium * MeSH
- Boron Compounds MeSH
Many serious diseases are associated with degenerative changes caused by oxidative stress triggered by elevated concentrations of reactive oxygen species (ROS) in cells. Therefore, the development of suitable probes for monitoring such processes is of great importance. Here, we introduce a series of sulfur- and selenium-substituted BODIPY derivatives as reversible redox sensors for ROS and enzymatic redox processes. Significant differences in emission maxima and fluorescence quantum yields between the reduced and oxidized forms make them excellent ratiometric turn-on/off probes. Installation of polar sulfonate groups improved their aqueous solubility while retaining their sensing properties, which allowed the probes to monitor the enzymatic activity of enantioselective methionine sulfoxide reductase.
Department of Chemistry Faculty of Science Masaryk University Kamenice 5 625 00 Brno Czech Republic
Institute of Organic Chemistry and Biochemistry Flemingovo náměstí 542 160 00 Prague Czech Republic
RECETOX Faculty of Science Masaryk University Kamenice 5 625 00 Brno Czech Republic
References provided by Crossref.org
