An ESIPT-based fluorescent probe with large Stokes shift for peroxynitrite detection in HeLa cells and zebrafish

• Published in: Dyes and pigments Vol. 204; p. 110334
• Main Authors: Yu, Jin, Shu, Wei, Kang, Hao, Han, Rubing, Zhang, Xiaoli, Zhang, Rubo, Jing, Jing, Zhang, Xiaoling
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01-08-2022
• Subjects: Bioimaging; ESIPT; Fluorescent probe; Peroxynitrite; Zebrafish; Zebrafish; Bioimaging; Peroxynitrite; ESIPT; Fluorescent probe
• ISSN: 0143-7208; 1873-3743
• DOI: 10.1016/j.dyepig.2022.110334

The quick coupled reaction of nitric oxide (NO) with superoxide free radicals (·O2−) produces peroxynitrite (ONOO−), it is a powerful biological oxidant. And according to interact with proteins, lipids, nucleic acids and other organisms, the ONOO− eventually leads to all sorts of diseases, for instance, Alzheimer's disease, diabetes, cancer, inflammation. To fully understand the multiple pathological processes of ONOO− in vivo, it is imperative to exploit effective tools to realize the precise, fast and sensitive detection of endogenous ONOO−. We described a novel fluorescent probe named YV in this work, covering the synthesis, characterization and biological application. YV can detect ONOO− by means of fluorescence imaging. Because of the borate group cleavage, YV exhibited a fluorescence intensity change toward ONOO−. It was, the principle of ESIPT that resulted in fluorescence enhancement. The probe YV shows a series of advantages such as high selectivity, fast response, significant Stokes shift and low detection limit. Fluorescence imaging can be used to identify variations in ONOO− in Hela cells and zebrafish. YV will be a robust imaging tool for detecting endogenous ONOO−.
ESIPT mechanism-based fluorescent probe with large Stokes shift for detection of peroxynitrite in HeLa cells and zebrafish was successfully developed. [Display omitted]
•YV has a large stokes shift, low background interference, and high detection sensitivity (LOD = 17.3 nM).•YV displayed high specificity toward ONOO− over other reactive oxygen species with a fast response.•YV was successfully applied for monitoring the fluctuation of ONOO− in Hela cells and zebrafish.