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A Novel and Efficient Electrochemiluminescence Probe—Pyridopyrimidine Derivative

2019-03-27 来源:亚科官网
Electrochemiluminescence is a technology that combines electrochemistry and chemiluminescence. It has great potential in environmental monitoring, bioanalysis, clinical medicine and light-emitting devices. The development of simple, easy-to-obtain, new and high-efficiency electrochemiluminescence and its in-depth study of its luminescence mechanism is still an important direction in the field of electrochemiluminescence research.
What is electrochemiluminescence?
Recently, Professor Wang Hongbo and Professor Ding Zhifeng from Jianghan University-University of Western Union's International Cooperation Laboratory jointly prepared a high performance electrochemiluminescent probe molecule through a simple one-pot three-component reaction.
Electrochemiluminescence is a kind of light generated when an electrochemical reaction occurs in a solution, that is, by applying a certain voltage to an electrode for electrochemical reaction, some electrogenerated electricity is generated on the surface of the electrode. The luminescence produced by the substance, the substance and the other components of the system in the form of electron transfer, and the excited state returns to the ground state. Trace materials are usually analyzed by measuring the luminescence spectrum and intensity using optical instruments such as photomultiplier tubes. The combination of electrochemical and chemiluminescence provides many advantages for electrochemiluminescence. For example, methods such as fluorescence and spectrophotometry generally require additional light sources to achieve detection, while ECL sources are derived from optical radiation generated by electrochemical methods, thus eliminating the need for additional excitation sources. For example, in the reaction, the surface of the electrode generates a luminescent substance, and the electrochemical excitation signal can strictly control the formation speed of the luminescent substance and the manner of participating in the luminescence reaction, so the reaction can be performed by changing the magnitude of the applied voltage on the electrode and the concentration of the luminescent substance. control. At present, terpyridine pyridinium (Ru(bpy)32+) is the most commonly used electrochemiluminescent probe, especially in biologically relevant applications. The precious metal reserves are limited and expensive, so there is a great demand for the development of a new type of electrochemical luminescence probe which is cheap and easy to obtain and has high performance.
In recent years, pyridopyrimidine heterocyclic compounds have played an important role in biology and chemotherapy, and thus have attracted a wide range of research interests of scientists. Among them, the pyridine [1,2-α]pyrimidine structure is also an important structural unit of some commercial drugs (such as bamazin, pyrimilast, etc.), but the study of such compounds as electrochemiluminescent probes has not been reported at present.
Preparation of Electrochemiluminescent Probe Molecules
Based on this, Professor Wang Hongbo of Jianghan University developed a simple and efficient one-pot, three-component and subsequent amidation reaction to synthesize a novel pyridopyrimidine derivative, 4-imino-4-hydrogen-Pyridine [1,2-α]pyrimidine-3-cyano(4-imino-4H-pyrido[1,2-α]pyrimidine-3-carbonitrile, IPPC), the obtained IPPC has high-efficiency blue-green fluorescence, relative fluorescence, the quantum yield is as high as 29%. Professor Ding Zhifeng from the University of Western Ontario in Canada used electrochemiluminescence characterization techniques to study the electrochemiluminescence properties and luminescence mechanism of the synthesized novel IPPC compounds. The results show that the electrochemiluminescence of this compound based on the quenching reaction is very weak, but the IPPC compound shows good and efficient performance in the electrochemiluminescence pathway based on the co-reactant. The reduced co-reactant reacts more efficiently with the IPPC illuminant than the oxidized co-reactant to form excited molecules and emit light. Among the studied reduced co-reactants, 2-(dibutylamino)ethanol (DBAE) showed the strongest electrochemical luminescence signal with a relative electrochemiluminescence efficiency of up to 29%, higher than most organic luminescent molecules. Applying different voltages on the electrodes, Spooling ECL spectrometer can record the spectra at different voltages in situ. The results show that the IPPC emission wavelength does not change with the applied voltage, and the maximum emission wavelength is kept at 500 nm, and the maximum emission wavelength of photoluminescence (PL) is 470 nm, which further indicated that the ECL luminescence excited state of IPPC is a monomer excited state molecule.
Edited by Suzhou Yacoo Science Co., Ltd.