A simple amide fluorescent sensor based on quinoline for selective and sensitive recognition of zinc(II) ions and bioimaging in living cells. (November 2018)

• Record Type: Journal Article
• Authors: Liu, Haiyang; Tan, Ying; Dai, Qiuzi; Liang, Hongda; Song, Jun; Qu, Junle; Wong, Wai-Yeung
• Is Part Of: Dyes and pigments. Volume 158(2018)
• Page Start: 312
• Page End: 318
• Publication Date: 2018-11
• Subjects: Fluorescent sensor -- Quinoline -- Zinc ion -- DFT -- Fluorescence imaging; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.05.026
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A simple quinoline-based derivative (AQDPA) was developed as a highly efficient fluorescent sensor for sensing Zn 2+ and sequential recognition of pyrophosphate and sulfur ions. This chemosensor was synthesized from diisopropylamine and 2-chloro-N-(quinolin-8-yl)acetamide. The non-fluorescence sensor displayed significant and specific fluorescence enhancement after binding to Zn 2+ with high selectivity. The fluorescence titration analysis shows a detection limit for Zn 2+ at 4.1 × 10 −8 M. The sensing mechanisms of AQDPA binding to Zn 2+ were supported by 1 H NMR, HR-MS analysis, and density functional theory (DFT) study. Moreover, the fluorescence imaging in HeLa cells suggested that this simple sensor had great potential in the application of biological imaging. Graphical abstract: A simple quinoline-based derivative (AQDPA) was developed as a highly efficient fluorescent sensor for detecting Zn 2+ with obvious fluorescence enhancement over other common metal ions, and the resulting complex AQDPA-Zn 2+ was also determined to act as a cascade sensor for recognizing pyrophosphate (PPi) and S 2− . Image 1 Highlights: An efficient quinoline-based fluorescent sensor for Zn 2+ detection is reported. A binding mode is proposed via NMR, HRMS analysis, and DFT studies. The chemosensor with low cytotoxicity is used for imaging of Zn 2+ in living cells.