应用化学 ›› 2020, Vol. 37 ›› Issue (4): 440-446.DOI: 10.11944/j.issn.1000-0518.2020.04.190284

• 研究论文 • 上一篇    下一篇

一种红光发射的粘度荧光探针

蔡丰泽,徐永玲,周乐,许丙嵩,陈浩,孙建强,李迪,王慧()   

  1. 皖南医学院药学院 安徽 芜湖 241002
  • 收稿日期:2019-10-24 接受日期:2019-12-25 出版日期:2020-04-01 发布日期:2020-04-10
  • 通讯作者: 王慧
  • 基金资助:
    安徽省自然科学基金资助项目(1908085QB50)和皖南医学院大学生科研项目(WK2019S44)资助

Synthesis and Properties of Red-Emitting Fluorescence Probe for Viscosity Detection

CAI Fengze,XU Yongling,ZHOU Le,XU Bingsong,CHEN Hao,SUN Jianqiang,LI Di,WANG Hui()   

  1. Department of Medical Biology,Wannan Medical College,Wuhu,Anhui 241002,China
  • Received:2019-10-24 Accepted:2019-12-25 Published:2020-04-01 Online:2020-04-10
  • Contact: WANG Hui
  • Supported by:
    Supported by the Student Research Program of Wannan Medical College(No.WK2019S44), and Anhui Provincial Natural Science Foundation(No.1908085QB50)

摘要:

以三苯胺和苯并噻唑盐为原料,设计合成了一种具有红光发射特性的D-π-A型荧光粘度探针N-乙酸乙酯基-2-(4-甲酸甲酯基三苯胺-4'-乙烯基)苯并噻唑六氟磷酸盐(L),运用现代分析测试手段进行了系统地表征。 研究结果表明,探针L的最大发射波长为630 nm,能有效地降低生物背景,提高生物成像的信噪比。 该探针对粘度有很好的荧光响应,其荧光强度比值(I/I0)的对数与粘度的对数呈现很好的线性关系(R2=0.9934)。 此外,探针L对极性的敏感性小,且荧光信号不受生物分子的干扰。 生物学研究结果表明,探针L具有低的细胞毒性,可应用于细胞内微环境粘度的荧光成像。

关键词: 三苯胺, 荧光探针, 粘度, 红光发射

Abstract:

A red-emitting D-π-A type fluorescence probe (E)-3-(2-ethoxy-2-oxoethyl)-2-(4-((4-(methoxycarbonyl)phenyl)(phenyl)amino)styryl)benzo[d]thiazol-3-ium hexafluorophosphate salt(L) based on triphenylamine and benzothiazole salts for detecting viscosity was designed and synthesized, which was fully characterized by modern analytical testing methods. The systematic investigations indicated that probe L displayed a strong fluorescence emission at about 630 nm in viscous media, which could minimize the background noises effectively and improve the signal-to-noise(S/N) ratio of biological imaging. Probe L exhibited great sensitivity to viscosity. Moreover, probe L showed a good linear relationship (R2=0.9934) between the fluorescence intensity response (log (I/I0)) and viscosity (log η). Besides, probe L exhibited a good selectivity and could serve as a fluorescent probe for sensing viscosity without being interfered by polarity and other analytes. Furthermore, biological experimental indicated that probe L possesses low cytotoxicity, which can be applied to the fluorescence imaging of intracellular microenvironment viscosity.

Key words: triphenylamine, fluorescent probe, viscosity, red emitting