Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 24, Pages 8156-8160Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201903958
Keywords
antioxidant; ebselen; fluorescent probe; glutathione peroxidase; selenium
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Funding
- Science and Engineering Research Board (SERB), DST, New Delhi [EMR/IISc-01/2016]
- IISc, Bangalore
- SERB [SB/S2/JCB-067/2015]
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Glutathione peroxidase (GPx) is a selenoenzyme that protects cells against oxidative damage. Although the formation of a seleninic acid (-SeO2H) by this enzyme during oxidative stress has been proposed, a selenic acid has not been identified in cells. Herein, we report that the formation of a seleninic acid can be monitored in living cells by using a redox-active ebselen analogue with a naphthalimide fluorophore. The probe reacts with H2O2 to generate the highly fluorescent seleninic acid. The electron withdrawing nature of the -SeO2H moiety and strong SeO interactions, which prevent the photoinduced electron transfer, are responsible for the fluorescence.
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