Citation: Zhong Keli, Zhao Jie, Li Qiuying, Hou Shuhua, Tang Yiwei, Bian Yanjiang, Tang Lijun. Synthesis of Multifunctional Long-Wavelength-Emitting Fluorescent Probe Based on Hydrazine Dihydrazone and Its Copper Complex for Detection of H₂S[J]. Chinese Journal of Organic Chemistry, ;2018, 38(7): 1786-1791. doi: 10.6023/cjoc201802014 shu

Synthesis of Multifunctional Long-Wavelength-Emitting Fluorescent Probe Based on Hydrazine Dihydrazone and Its Copper Complex for Detection of H₂S

Zhong Keli ^a,b ,
Zhao Jie ^a ,
Li Qiuying ^b ,
Hou Shuhua ^a ,
Tang Yiwei ^b,, ,
Bian Yanjiang ^a ,
Tang Lijun ^a,,

a.
College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121013
b.
National & Local Joint Engineering Research Center of Storage, Processing and Safety Control Technology for Fresh Agricultural and Aquatic Products, College of Food Science and Technology, Bohai University, Jinzhou 121013

Corresponding author: Tang Yiwei, tangyiwei81@163.com Tang Lijun, ljtang@bhu.edu.cn
Received Date: 8 February 2018
Revised Date: 16 March 2018
Available Online: 4 July 2018
Fund Project: the National Natural Science Foundation of China 21304009the National Natural Science Foundation of China U1608222the Doctoral Scientific Research Foundation of Liaoning Province 20170520416the Natural Science Foundation of Liaoning Province 20170540019Project supported by the Natural Science Foundation of Liaoning Province (No. 20170540019), the National Natural Science Foundation of China (Nos. 21304009, 21476029, U1608222) and the Doctoral Scientific Research Foundation of Liaoning Province (No. 20170520416)the National Natural Science Foundation of China 21476029

Figures(10)

A novel fluorescent probe L with long wavelength emission and large Stokes shift was designed and synthesized based on 1, 4-diethyl-7-hydroxytetrahydroquinoxaline-6-carboxaldehyde. The color of L was changed from yellow to pink and colorless upon addition of Cu²⁺ and Co²⁺ respectively in dimethylsulfoxide (DMSO), which illustrated that probe L could recognize Cu²⁺ and Co²⁺ by naked eyes. The complex L-Cu²⁺ could recognize H₂S with fluorescence "OFF-ON" in DMSO/H₂O (V:V=7:3, HEPES, 1×10^-2 mol/L, pH=7.4). The test strip assay showed that the L-Cu²⁺ pretreated test strip showed obvious color changes toward different concentrations of H₂S, which indicated that H₂S could be rapidly detected by naked eyes and fluorescent double channel. In addition, the molecular target of compound L can be searched by utilizing the reverse docking method in Discovery Studio (DS) software. Then, docking analysis was performed using CDOCKER module of DS, and it was found that molecule L has a good combination to 2x0v protein (P53_human). Therefore, it is expected to be applied in the medicine field.
- long wavelength emission,
- fluorescent probe,
- H₂S,
- recognization,
- molecular docking
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Synthesis of Multifunctional Long-Wavelength-Emitting Fluorescent Probe Based on Hydrazine Dihydrazone and Its Copper Complex for Detection of H2S

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通讯作者: 陈斌, bchen63@163.com

Synthesis of Multifunctional Long-Wavelength-Emitting Fluorescent Probe Based on Hydrazine Dihydrazone and Its Copper Complex for Detection of H₂S