title: The Synthesis of a Coumarin Carbohydrazide Dinuclear Copper Complex Based Fluorescence Probe and Its Detection of Thiols.
abstract: Small-molecule thiols, such as cysteine (CYS) and glutathione (GSH), are essential for maintaining the cellular redox environment and play important roles in regulating various cellular physiological functions. A fluorescence probe (compound 1-Cu2+) for thiols based on coumarin carbohydrazide dinuclear copper complex was developed. Compound 1 was synthesized from the reaction of 7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide with 4-tert-butyl-2,6- diformylphenol. Accordingly, the copper complex (compound 1-Cu2+) was prepared by mixing compound 1 with 2 equivalents copper ions. Compound 1 had strong fluorescence while compound 1-Cu2+ hardly possessed fluorescence owing to the quenching nature of paramagnetism Cu2+ to the fluorescence molecule excited state. However, the fluorescence intensity of compound 1-Cu2+ was increased dramatically after the addition of thiol-containing amino acids, but not the other non-sulfhydryl amino acids. UV-vis absorption and fluorescence spectra indicated that compound 1-Cu2+ had good selectivity and sensitivity for thiols such as glutathione in CH3CN:H2O (3:2, v/v) PBS solution. The fluorescence imaging experiments implied that compound 1-Cu2+ has potential application in thiol-containing amino acids detection in living cells.
authors.affiliation: Department of Forensic Medicine, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Guangjie
authors.initials: G
authors.lastname: He
authors.affiliation: Department of Forensic Medicine, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.affiliation: School of Basic Medical Science, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Lu
authors.initials: L
authors.lastname: Yang
authors.affiliation: College of Pharmacy, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Chunhua
authors.initials: C
authors.lastname: Hou
authors.affiliation: School of Basic Medical Science, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Tianjun
authors.initials: T
authors.lastname: Ni
authors.affiliation: School of Basic Medical Science, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Zhijun
authors.initials: Z
authors.lastname: Yang
authors.affiliation: School of Basic Medical Science, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Xinlai
authors.initials: X
authors.lastname: Qian
authors.affiliation: School of Basic Medical Science, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang, 453003, P. R. China.
authors.forename: Changzheng
authors.initials: C
authors.lastname: Li
mesh_terms: D000970:Antineoplastic Agents / Q000494:pharmacology; D045744:Cell Line, Tumor; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000378:metabolism; D003300:Copper / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000378:metabolism; D003545:Cysteine / Q000032:analysis* / Q000378:metabolism; D004847:Epithelial Cells / Q000187:drug effects / Q000378:metabolism / Q000648:ultrastructure; D000069347:Erlotinib Hydrochloride / Q000494:pharmacology; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000378:metabolism; D005978:Glutathione / Q000032:analysis* / Q000378:metabolism; D006801:Humans; D061848:Optical Imaging / Q000379:methods; D013438:Sulfhydryl Compounds / Q000032:analysis
chemical_list: D000970:Antineoplastic Agents; D056831:Coordination Complexes; D003374:Coumarins; D005456:Fluorescent Dyes; D013438:Sulfhydryl Compounds; D003300:Copper; D000069347:Erlotinib Hydrochloride; D005978:Glutathione; D003545:Cysteine