Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (6): 1706-1712.DOI: 10.6023/cjoc202112002 Previous Articles     Next Articles

ARTICLES

基于嘌呤席夫碱荧光探针检测Al3+及细胞实验应用

鞠立鑫, 邵琦, 陆临川, 陆鸿飞*()   

  1. 江苏科技大学环境与化学工程学院 江苏镇江 212100
  • 收稿日期:2021-12-02 修回日期:2022-01-13 发布日期:2022-03-21
  • 通讯作者: 陆鸿飞
  • 基金资助:
    镇江市重点研发计划(SH2020009); 江苏科技大学资助项目.

A New Turn-On Fluorescent Chemosensor for Selective Detection of Al3+ Based on a Purine Schiff Base and Its Cell Imaging

Lixin Ju, Qi Shao, Linchuan Lu, Hongfei Lu()   

  1. School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang, Jiangsu 212100
  • Received:2021-12-02 Revised:2022-01-13 Published:2022-03-21
  • Contact: Hongfei Lu
  • Supported by:
    Key Research & Development Project of Zhenjiang City(SH2020009); Jiangsu University of Science and Technology.

A new “turn-on” fluorescent probe (E)-2-((2-(8,9-di(naphthalen-1-yl)-9H-purin-6-yl)hydrazono)methyl)-5-(diethylamino)phenol (DNHP) for detecting Al3+ was designed, synthesized and evaluated based on purine schiff base. DNHP exhibited remarkable selectivity and rapid response towards Al3+ in MeOH/H2O (VV=9∶1, pH=7.4), accompanying with a fluorescent color change from yellow to bright blue. A good linear relationship (R2=0.98367) was obtained between the emission intensity of DNHP and the concentration of Al3+ (2~6 µmol/L) with a detection limit of 588 nmol/L. The sensing mechanism of DNHP to Al3+ was investigated through the Job’s plot, 1H NMR and density functional theory (DFT) study. More importantly, the sensor DNHP exhibits permeability and could be successfully applied for detection of intracellular cadmium ions in living HepG-2 cells.

Key words: fluorescent sensor, purine, aluminum, practical application