title: A novel fluorescence probe based on triphenylamine Schiff base for bioimaging and responding to pH and Fe3.
abstract: A novel fluorescence probe 1 based on triphenylamine was synthesized and characterized by NMR, IR, high resolution mass spectrometry and elemental analysis. Its fluorescence was quenched when pH below 2. There was a linear relationship between the fluorescence intensity and pH value ranged from 2 to 7. And its fluorescence emission was reversibility in acidic and alkaline solution. Furthermore, it exhibited remarkable selectivity and high sensitivity to Fe3+and was able to detect Fe3+in aqueous solution with low detection limit of 0.511μM. Job plot showed that the binding stoichiometry of 1 with Fe3+was 1:1. Further observations of1H NMR titration suggested that coordination interaction between Fe3+and nitrogen atom on CN bond promoted the intramolecular charge transfer (ICT) or energy transfer process causing fluorescence quenching. Additionally, 1 was also able to be applied for detecting Fe3+in living cell and bioimaging.
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China.
authors.forename: Lei
authors.initials: L
authors.lastname: Wang
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China.
authors.forename: Xiaodong
authors.initials: X
authors.lastname: Yang
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China.
authors.forename: Xiuli
authors.initials: X
authors.lastname: Chen
authors.affiliation: Guangdong Provincial key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China.
authors.forename: Yuping
authors.initials: Y
authors.lastname: Zhou
authors.affiliation: Medical Imaging Center, Nanfang Hospital, Southern Medical University, Guangzhou 510515, PR China.
authors.forename: Xiaodan
authors.initials: X
authors.lastname: Lu
authors.affiliation: Medical Imaging Center, Nanfang Hospital, Southern Medical University, Guangzhou 510515, PR China.
authors.forename: Chenggong
authors.initials: C
authors.lastname: Yan
authors.affiliation: Medical Imaging Center, Nanfang Hospital, Southern Medical University, Guangzhou 510515, PR China.
authors.forename: Yikai
authors.initials: Y
authors.lastname: Xu
authors.affiliation: Guangdong Provincial key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, PR China. Electronic address: ruiyliu@smu.edu.cn.
authors.forename: Ruiyuan
authors.initials: R
authors.lastname: Liu
authors.affiliation: School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, PR China. Electronic address: cejqqu@scut.edu.cn.
authors.forename: Jinqing
authors.initials: J
authors.lastname: Qu
mesh_terms: D001560:Benzidines / Q000737:chemistry*; D005290:Ferric Compounds / Q000032:analysis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007477:Ions / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry; D012545:Schiff Bases / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
chemical_list: D001560:Benzidines; D005290:Ferric Compounds; D005456:Fluorescent Dyes; D007477:Ions; D008670:Metals; D012545:Schiff Bases; C003925:tetraphenylbenzidine
keywords: Bioimaging; Fluorescence probe; Schiff base; Triphenylamine