Journal
BIOORGANIC CHEMISTRY
Volume 103, Issue -, Pages -Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.bioorg.2020.104173
Keywords
Endogenous biothiol; Hydrogen peroxide; Living cell; Mice model
Funding
- National Nature Science Foundation of China [21101074, 21672083, 21877048]
- Shandong Nature Science Foundation [ZR2019MB040]
- Taishan Scholar Foundation [TS201511041]
- University of Jinan [309-10004, 1009428, XKY1823, XKY2007, XBS1320]
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Intracellular biothiols are correlated with many diseases such as nerve disorder and Parkinson's disease likely due to a redox imbalance. In this work, we designed an ultrafast fluorescent probe (Cou-DNBS) for biothiols with a large Stokes shift (131 nm). The probe was constructed through linking the 2,4-dinitrobenzenesulfonyl moiety as the specially recognizing biothiols site to an iminocoumarin fluorophore Cou-NH obtained by fusing an additional benzene ring. The presence of biothiols could ultrafast perform a significant fluorescence emission at 617 nm upon the excitation of 480 with the low limits of detection (2.5 nM for Cys, 1.7 nM for Hcy and 0.84 nM for GSH). HRMS spectra as well as theoretical calculations further evidenced the rationale of recognition mechanism. Furthermore, the probe can successfully visualize endogenous biothiol recovery in living cells damaged by H2O2.
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