A novel near-infrared and naked-eye fluorescence probe with a large stokes shift for specific detection of cysteine and its application in living cells. Issue 23 (4th June 2020)

• Record Type: Journal Article
• Authors: Ge, Chunpo; Shen, Fengge; Yin, Yanyan; Zhou, Pingxin; Lu, Chengbiao
• Is Part Of: Tetrahedron letters. Volume 61:Issue 23(2020)
• Publication Date: 2020-06-04
• Subjects: Fluorescent probe -- Cysteine detection -- Near-Infrared -- Cell imaging; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.151963
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: We developed a near-infrared fluorescence probe, TMN-NH2 -Cys. The probe exhibited a large stokes shift. The selective detection of Cys was confirmed by a visible colour change. The probe exhibited a low cytotoxicity. It could be applied to the imaging of endogenous Cys with fluorescence enhancement. Abstract: Cysteine (Cys) is a sulfur-containing nutritional amino acid that plays an important role in the physiological function of living systems. We developed a near-infrared fluorescence probe, TMN-NH2 -Cys . Upon the treatment with Cys, TMN-NH2 -Cys exhibited a large Stokes shift (180 nm) and a visible colour change. TMN-NH2 -Cys can selective detect Cys over homocysteine and glutathione. The probe was synthesised by a simple and high yielding three-step reaction. In addition, the probe exhibited a low cytotoxicity, and could be applied to the imaging of endogenous Cys with fluorescence enhancement.