A novel tetrahydroquinazolin-2-amine-based high selective fluorescent sensor for Zn2+ from nopinone. Issue 30 (28th July 2016)

• Record Type: Journal Article
• Authors: Yang, Jinlai; Fang, Hua; Fang, Xianying; Xu, Xu; Yang, Yiqin; Rui, Jian; Wu, Chenliang; Wang, Shifa; Xu, Haijun
• Is Part Of: Tetrahedron. Volume 72:Issue 30(2016)
• Page Start: 4503
• Page End: 4509
• Publication Date: 2016-07-28
• Subjects: Nopinone -- Tetrahydroquinazolin-2-amine derivative -- Zn2+ fluorescent sensor -- Confocal fluorescence imaging; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.06.007
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: 2-[[5, 6, 7, 8-Tetrahydro-4-phenyl-7, 7-dimethyl-6, 8-methanoquinazolin-2-imino] methyl] phenol (3 ) is a novel tetrahydroquinazolin-2-amine-based high selective fluorescent sensor for Zn 2+ and was successfully synthesized from nopinone. Its optical properties have been investigated with UV–vis absorption spectra, fluorescence emission spectra and confocal fluorescence imaging, respectively. The sensor could enhance fluorescence after adding some Zn 2+ and emitted green light in ethanol. A linear relationship between Zn 2+ concentration (Zn 2+, 0.5–13×10 −6 M) and fluorescence intensity was obtained for determining the content of Zn 2+ with a detection limit of 2.35×10 −6 mM, y =76.567 x +18.469, R 2 =0.9956. A grinding method was used to detect the presence of Zn 2+ in a solid state. Two clear confocal fluorescence images of watermelon peel veins were provided by adding compound3 into the watermelon peel slices containing Zn 2+ ion, and the new method could be used to detect Zn 2+ in fruits. Thus, compound3 synthesized from nopinone is a fluorescent probe and fluorescence imaging agent. Graphical abstract: