Resorufin-based fluorescent probe with elevated water solubility for visualizing fluctuant peroxynitrite in progression of inflammation.

Xiaoyan Lu, Huihui Su, Jian Zhang, Nannan Wang, Han Wang, Jinying Liu, Weili Zhao

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 2022 Feb 15

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Inflammation is a significant protective response in biological systems and associated with various diseases. Peroxynitrite (ONOO-) as a highly active oxidant participates in the inflammatory process of organisms. Thus, it is necessary to construct novel fluorescent probes for exploring inflammation-related diseases through detecting endogenous ONOO-. Resorufin-based fluorescent probes for testing ONOO- were rare and suffered from poor water solubility. In this work, we elaborately designed three resorufin-based incorporating isatin derivatives probes RF-ITs and successfully obtained two highly selective probes RF-IT-OC and RF-IT-EG for ONOO-. Comparing the other two probes, RF-IT-EG containing triethylene glycol monomethyl ether on isatin moiety displayed better water solubility (3.2 mg/L), faster response rate (60 s), larger signal-to-noise ratio (103-fold) and lower detection limit (87 nM) for monitoring ONOO-. The cells imaging results manifested that probe RF-IT-EG could be applied to trace endogenous ONOO- with inappreciable cytotoxicity. Moreover, the RF-IT-EG was capable of tracking the fluctuation of endogenous ONOO- in LPS-stimulated inflamed mouse leg models. This work will provide a faithful and promising probe for illustrating the roles of ONOO- in various inflammation-related diseases. Copyright © 2021 Elsevier B.V. All rights reserved.

Citation

Xiaoyan Lu, Huihui Su, Jian Zhang, Nannan Wang, Han Wang, Jinying Liu, Weili Zhao. Resorufin-based fluorescent probe with elevated water solubility for visualizing fluctuant peroxynitrite in progression of inflammation. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 Feb 15;267(Pt 2):120620