A coumarin-derived fluorescent chemosensor for selectively detecting Cu²⁺: synthesis, DFT calculations and cell imaging applications.
A novel coumarin-based fluorescent probe L ((4E)-4-((7-hydroxy-4-methyl-2-oxo-2H-chromen-8-yl) methyleneamino)-1,2-dihyydro-2,3-dimethyl-1-phenylpyrazol-5-one) has been developed as a simple and efficient chemosensor which exhibits a significant fluorescence reduction in the presence of metal cations. This sensor exhibits high selectivity and sensitivity toward Cu(2+) over other common cations. The mechanism for detecting copper was evaluated by time-dependent density functional theory (TD-DFT) calculations and the coordination mode was also confirmed by density functional theory (DFT) calculations. Furthermore, results of cell imaging in this study indicate that this new probe may be useful for detection and monitoring of Cu(2+) in biological applications.
Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China. Electronic address: chenfj@lzu.edu.cn.
Fengjuan
F
Chen
Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, PR China.
Guozhen
G
Liu
Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
Yanjun
Y
Shi
Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
Pinxian
P
Xi
School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, PR China.
Ju
J
Cheng
School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, PR China.
Jinpeng
J
Hong
School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, PR China.
Rong
R
Shen
Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
Xiaojun
X
Yao
School of Basic Medical Sciences, Lanzhou University, Lanzhou 730000, PR China.
Decheng
D
Bai
Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China. Electronic address: zengzhzh@lzu.edu.cn.
Zhengzhi
Z
Zeng
D015374:Biosensing Techniques / Q000379:methods*; D002413:Cations, Divalent / Q000032:analysis / Q000737:chemistry; D003300:Copper / Q000032:analysis* / Q000737:chemistry; D003374:Coumarins / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D056945:Hep G2 Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D018613:Microscopy, Confocal; D008856:Microscopy, Fluorescence; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D015203:Reproducibility of Results; D013050:Spectrometry, Fluorescence
D002413:Cations, Divalent; D003374:Coumarins; D005456:Fluorescent Dyes; D003300:Copper
Chemosensor; Cu(2+); DFT; Fluorescence; Imaging; Live cell