Fluorescent sensors based on controllable conformational change for discrimination of Zn2+ over Cd2

• Published in: Tetrahedron Vol. 68; no. 27-28; pp. 5458 - 5463
• Main Authors: Wu, Jiasheng, Sheng, Ruilong, Liu, Weimin, Wang, Pengfei, Zhang, Hongyan, Ma, Jingjin
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 08.07.2012; Elsevier
• Subjects: Aqueous solutions; Chemistry; Chemistry, Organic; Conformational change; Controllable C[dbnd]N isomerization; Discrimination; Exact sciences and technology; Fluorescence; Heterocyclic compounds; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives; Imines; Isomerization; Kinetics and mechanisms; Organic chemistry; Physical Sciences; Preparations and properties; Reactivity and mechanisms; Recognition of Zn2+ from Cd2; Science & Technology; Sensors; Stability; Tetrahedrons; Zn2+ imaging; Recognition of Zn2+ from Cd2; Conformational change; Controllable CN isomerization; Zn2+ imaging; DESIGN; Controllable C=N isomerization; CADMIUM; DISEASE; CHEMISTRY; FUNCTIONAL ZINC-DEFICIENCY; NEUROBIOLOGY; DERIVATIVES; PROBES; Chemical solution; Zinc II; from Cd; Coumarine derivatives; Isomerization; Measurement sensor; Lactone; Selectivity; Imine; Oxygen heterocycle; Conformational changes; imaging; Zinc II Compounds; Zn; Cadmium II; Fluorescent probe; Recognition of Zn; Reaction mechanism; Molecular recognition; Cadmium II Compounds; Medical imagery; Aqueous solution
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2012.04.090

A new coumarin-derived imine IC1 was designed for highly selective sensing of Zn2+ over Cd2+ ions in aqueous solution based on a controllable CN isomerization mechanism. Methyl as a fine controllable unit was incorporated into IC1 to tune the conformational change of imine and thus significantly improve its selectivity to Zn2+ compared with methyl-free imine IC2. Sensor IC1 was also utilized to image intracellular Zn2+ ions in HepG2 cells with a good performance. [Display omitted]