A benzothioate native chemical ligation-based cysteine-selective fluorescent probe. (December 2019)

• Record Type: Journal Article
• Authors: Kim, Na Hee; Moon, Heejo; Kim, Jeong Hee; Huh, Youngbuhm; Kim, Yong Jun; Kim, B. Moon; Kim, Dokyoung
• Is Part Of: Dyes and pigments. Volume 171(2019)
• Publication Date: 2019-12
• Subjects: Fluorescent probes -- Cysteine -- Native chemical ligation -- Benzothioate -- Cellular imaging; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2019.107764
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A turn-on fluorescent probe for the detection of cysteine (Cys), an essential amino acid in biological systems, is developed based on Cys-mediated O -phenyl benzothioate native chemical ligation (NCL) for the first time. Cys plays important roles in many physiological processes, thus the development of Cys monitoring methods has been highlighted in fundamental research field. We prepared an on-off type fluorescent probe, CysP-1, which showed highly sensitive and selective response towards Cys. Furthermore, the probe showed superior sensing ability for Cys in the cancer cells with low cytotoxicity, and released hydrogen sulfide (H2 S). This successful demonstration will encourage further Cys-related applications in a variety of fields. Graphical abstract: We describe here a turn-on fluorescent probe for the detection of cysteine, which is based on cysteine-mediated O -phenyl benzothioate native chemical ligation.Image 1 Highlights: A fluorescent probe based on cysteine-mediated O -phenyl benzothioate native chemical ligation was developed. The probe can sensitively detect cysteine with low detection limit and fast-response time. The probe can be utilized for the fluorescence imaging of cysteine in cancer cells.