A 3-(2′-nitro vinyl)-4-phenylselenyl coumarin as a fluorescent probe for distinguishing detection of Cys/Hcy and GSH. (July 2022)

• Record Type: Journal Article
• Authors: Chen, Xiang-Gen; Mei, Yuan; Song, Qin-Hua
• Is Part Of: Dyes and pigments. Volume 203(2022)
• Publication Date: 2022-07
• Subjects: Biothiols -- Fluorescent probe -- Nitroolefin -- Dual-channel -- Cell-imaging; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2022.110312
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Biothiols such as cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) play important roles in regulating the redox balance of life process and are closely associated with human health and diseases. In order to better understand their roles in physiological process and the early diagnosis of related diseases, it is crucial for the selective detection of biothiols in biological systems. In this paper, we developed a 4-phenylselenium coumarin-nitroolefin conjugate as the fluorescent probe for the detection of biothiols. By introducing the 4-phenyselenium as the active site, probe CouSeNO2 is capable of detecting Cys/Hcy and GSH in dual fluorescence channels. For the biothiols, the first-step sensing reaction is proved to be nucleophilic substitution of 4-phenylselenium by the thiol group. Furthermore, through two-channel fluorescence imaging, probe CouSeNO2 has been successfully applied to sense the exogenous and endogenous biothiols in living cells. Graphical abstract: A dual-active-site fluorescent probe can distinguish Cys/Hcy and GSH rapidly. Image 1 Highlights: A rapid-response fluorescent probe was developed through introducing 4-phenylselenium as the active site. The proposed probes realizes distinguishing detections of Cys/Hcy and GSH via two reaction sites. Cys/Hcy and GSH in living cells were detected successfully by fluorescence cell imaging.