title: A highly fluorescent chemosensor for Zn(2+) and the recognition research on distinguishing Zn(2+) from Cd(2+).
abstract: A new fluorescent sensor, 2-(2-oxo-2-(quinolin-8-ylamino)ethoxy)-N-(pyridine-2-ylmethyl) benzamide (L), composed of a quinoline group as the fluorogenic unit and a pyridin-2-ylmethanamine as the binding unit for metal ions has been synthesized. The sensor shows excellent selectivity and sensitivity with a fluorescence enhancement to Zn(2+) over other cations in acetonitrile aqueous solution. The X-ray crystal structure analysis reveals that sensor L coordinates to Zn(2+)via a 1 : 1 binding mode but to Cd(2+)via a 2 : 1 binding mode, which lead to a different spatial arrangement of the fluorogenic unit in these complexes. In addition, density functional theory calculations on L, and the Zn(2+)/L and Cd(2+)/L complexes also imply that the different structures of L significantly affect the molecular orbital energy levels and electron transition, which would result in the spectral changes to distinguish Zn(2+) from Cd(2+). The absorption study results may also suggest the Cd(2+) in the complex can be displaced by Zn(2+). Furthermore, the fluorescence imaging of Zn(2+) in living cells was obtained.
authors.affiliation: Key Laboratory of Nonferrous Metals Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China. liuws@lzu.edu.cn.
authors.forename: Pengxuan
authors.initials: P
authors.lastname: Li
authors.forename: Xiaoyan
authors.initials: X
authors.lastname: Zhou
authors.forename: Ruoying
authors.initials: R
authors.lastname: Huang
authors.forename: Lizi
authors.initials: L
authors.lastname: Yang
authors.forename: Xiaoliang
authors.initials: X
authors.lastname: Tang
authors.forename: Wei
authors.initials: W
authors.lastname: Dou
authors.forename: Qianqian
authors.initials: Q
authors.lastname: Zhao
authors.forename: Weisheng
authors.initials: W
authors.lastname: Liu
mesh_terms: D001549:Benzamides / Q000737:chemistry*; D001667:Binding, Competitive; D002104:Cadmium / Q000737:chemistry*; D002470:Cell Survival; D002623:Chemistry Techniques, Analytical / Q000295:instrumentation*; D018360:Crystallography, X-Ray; D005456:Fluorescent Dyes / Q000737:chemistry*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D061986:MCF-7 Cells; D008958:Models, Molecular; D008968:Molecular Conformation; D057054:Molecular Imaging; D011804:Quinolines / Q000737:chemistry*; D015032:Zinc / Q000032:analysis* / Q000737:chemistry* / Q000378:metabolism
chemical_list: C000589634:2-(2-oxo-2-(quinolin-8-ylamino)ethoxy)-N-(pyridine-2-ylmethyl)benzamide; D001549:Benzamides; D005456:Fluorescent Dyes; D011804:Quinolines; D002104:Cadmium; D015032:Zinc