Chalcogen-based ratiometric reversible BODIPY redox sensors for the determination of enantioselective methionine sulfoxide reductase activity

0557689 - ÚOCHB 2023 RIV GB eng J - Journal Article
Poljak, M. - Wohlrábová, Lucie - Palao, E. - Nociarová, J. - Míšek, J. - Slanina, Tomáš - Klán, P.
Chalcogen-based ratiometric reversible BODIPY redox sensors for the determination of enantioselective methionine sulfoxide reductase activity.
Chemical Communications. Roč. 58, č. 44 (2022), s. 6389-6392. ISSN 1359-7345. E-ISSN 1364-548X
R&D Projects: GA MŠMT(CZ) LTC20076; GA ČR(CZ) GA22-20319S
Research Infrastructure: RECETOX RI - 90121
Institutional support: RVO:61388963
Keywords : fluorescent probes * oxidative stress * hydrogen sulfide
OECD category: Organic chemistry
Impact factor: 4.9, year: 2022
Method of publishing: Limited access
https://doi.org/10.1039/D2CC02016E

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.
Permanent Link: http://hdl.handle.net/11104/0331592