Design, synthesis and performance test of a hydrogen peroxide fluorescent probe based on selenomorpholine and pyrimidine

ABSTRACT

As a vital biological molecule, H₂O₂(Hydrogen Peroxide) is involved in different physiological and pathological processes. And in addition to this, H₂O₂ is suitable for medical wound disinfection, environmental disinfection and food disinfection. Accordingly, it is of high significance to conveniently and effectively detect H₂O₂ in the environment and organisms. This subject synthesised a fluorescent probe Pyrimidine-Se by using selenomorpholine and pyrimidine dye, which detect H₂O₂ in an aqueous environment. Pyrimidine-Se has a large Stokes shift (Δλ = 155 nm), which can specifically and quickly quantitatively detect H₂O₂. When the probe Pyrimidine-Se reacted with H₂O₂, the Se(II) in the selenomorpholine was oxidised to Se(IV), so the electron withdrawing ability of the electron withdrawing group of Pyrimidine-Se was improved, and the fluorescence intensity of the probe were enhanced. Interestingly, Se(IV) can be reduced by GSH (Glutathione) to Se(II) to quench the fluorescence, and this redox cycle can continue several times, which indicated that it can have a potential of real-time monitoring the redox state in vivo. The probe was also satisfactorily used to detect H₂O₂ in Argentina Bloodfin larvaes and abnormal H₂O₂ content in some organs was detected.

KEYWORDS:

• Fluorescent probe
• H₂O₂
• redox-responsive
• bioimaging
• selenomorpholine

Acknowledgments

T. Ma would like to thank the Research Fund for Fundamental Research Program of Shanxi Province (Grant No. 20210302123016), the ‘1331 Engineering’ Fluorescent Probe Team (No. jzxycktd2019038) and HongKong Scholars Program (XJ2019012).

Consent to participate

I would like to declare on behalf of my co-authors that the work described was original research that has not been published previously, and not under consideration for publication elsewhere, in whole or in part. All the authors listed have approved the manuscript that is enclosed.

Consent for publication

We would like to submit the enclosed manuscript entitled ‘Design, Synthesis and Performance Test of a Hydrogen Peroxide Fluorescent Probe Based on Selenomorpholine and Pyrimidine’, which we wish to be considered for publication in ‘International Journal of Environmental Analytical Chemistry’.

Author Biography

Tao Ma is a master student in North University of China,Taiyuan, China. His current research is the design & synthesis, performance regulation, and application of fluorescent probes.

Yiyun Li is an undergraduate majoring in bioengineering at North University of China. Her main work is to provide protocols for biological testing of pyrimidine -Se and to conduct experiments and analyses.

Zhichun Li is a lecturer in North University of China, Taiyuan, China. His current research is the design & synthesis, performance regulation, and application of fluorescent probes.

Changchun Yuan is a professor in North University of China, Taiyuan, China.His current research is total synthesis of natural compounds.

Wenbing Ma is a lecturer in North University of China, Taiyuan, China. His current research is the design & synthesis, performance regulation, and application of fluorescent probes.

Lin Ma is a lecturer in Jinzhong University, Jinzhong, China. Her current research is the design & synthesis, performance regulation of fluorescent probes.

Supplementary material

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Additional information

Funding

Project supported by the Research Fund for Fundamental Research Program of Shanxi Province (Grant No. 20210302123016), the ‘1331 Engineering’ Fluorescent Probe Team (No. jzxycktd2019038) and Hong Kong Scholars Program [XJ2019012].