Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (1): 40-45.DOI: 10.11944/j.issn.1000-0518.2018.01.170317

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Synthesis of Binol-based Fluorescence Probe and Recognition of Arginine

LIU Chuantao,XIAO Ting,WANG Fang(),CHEN Xiaoqiang()   

  1. National Key Laboratory of Material Chemical Engineering,College of Chemistry and Chemical Engineering,Nanjing University of Technology,Nanjing 210009,China
  • Received:2017-09-05 Accepted:2017-09-28 Published:2018-01-03 Online:2018-01-03
  • Contact: WANG Fang,CHEN Xiaoqiang
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21722605, No.21376117, No.21406109), the Jiangsu Natural Science Funds for Distinguished Young Scholars(No.BK20140043), the Natural Science Foundation of the Jiangsu Higher Education Institutions of China(No.14KJA150005)


A kind of fluorescence probe based on (R)-2,2'-dihydroxy-[1,1'-binaphthalene]-3-carboxaldehyde was constructed. The structure was characterized by hydrogen/carbon nuclear magnetic resonance spectroscopy(1H NMR, 13C NMR) and mass spectrometry(MS). The results show that the fluorescent probe can detect arginine in a sensitive and highly selective manner with a double response of color and intense fluorescence. The corresponding fluorescence enhancement ratio is in good linear relation with the concentration of arginine(0~30 μmol/L), the correlation coefficient R2 is 0.9914 and the lowest detection limit is 1.3 μmol/L. In addition, the addition of arginine also caused the chiral structure of the probe to deflect, and the changes of binaphthol derivative axial chiral were verified by the changes of the circular dichromatic spectrum.

Key words: binaphthol, fluorescence probe, arginine, chirality