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一种基于联萘衍生物荧光探针的合成及其对精氨酸的识别

刘传涛‡,肖婷‡,王芳(),陈小强()   

  1. 南京工业大学化工学院,材料化学工程国家重点实验室 南京 210009
  • 收稿日期:2017-09-05 出版日期:2018-01-03
  • 通讯作者: 王芳,陈小强
  • 基金资助:
    国家自然科学基金项目(21722605,21376117,21406109)江苏省杰出青年基金项目(BK20140043)和江苏省教育厅自然科学基金项目(14KJA150005)资助

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 Published: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)

摘要：

构建了一种基于(R)-2,2'-二羟基-[1,1'-联萘]-3-醛的荧光探针。 通过核磁共振波谱仪(NMR)以及质谱(MS)等技术手段对其结构进行了表征。 结果表明,该荧光探针能够灵敏、高选择性地检测精氨酸,并显示出颜色和强烈的荧光变化双重响应。 相应的荧光增强比值与精氨酸的浓度(0~30 μmol/L)呈现良好的线性关系,相关系数R2为0.9914,检测限低至1.3 μmol/L。 此外,精氨酸的加入还促使该探针结构中的联萘酚手性结构发生偏转。

关键词: 联萘酚, 荧光探针, 精氨酸, 手性

Abstract:

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

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