基于嘌呤席夫碱荧光探针检测Al3+及细胞实验应用
收稿日期: 2021-12-02
修回日期: 2022-01-13
网络出版日期: 2022-03-22
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
Received date: 2021-12-02
Revised date: 2022-01-13
Online published: 2022-03-22
Supported by
Key Research & Development Project of Zhenjiang City(SH2020009); Jiangsu University of Science and Technology.
基于嘌呤母体的席夫碱, 设计合成并评价了一种新型的检测Al3+的开启式荧光探针(E)-2-((2-(8,9-二(萘-1-基)-9H-嘌呤-6-基)腙)甲基)-5-(二乙氨基)苯酚(DNHP). DNHP在MeOH/H2O (V∶V=9∶1, pH=7.4)中对Al3+表现出显著的选择性和快速响应, 并且伴随着从淡黄色到亮蓝色的荧光颜色变化. DNHP的发射强度与Al3+的浓度(2~6 µmol/L)之间存在良好的线性关系(R2=0.98367), 最低检出限为588.0 nmol/L. 利用Job’s plot、1H NMR和密度泛函理论(DFT)研究证明了DNHP对Al3+的传感机理. 更重要的是, DNHP表现出细胞渗透性, 并被成功应用于存活的HepG-2细胞内对铝离子的检测.
鞠立鑫 , 邵琦 , 陆临川 , 陆鸿飞 . 基于嘌呤席夫碱荧光探针检测Al3+及细胞实验应用[J]. 有机化学, 2022 , 42(6) : 1706 -1712 . DOI: 10.6023/cjoc202112002
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 (V∶V=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
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