香豆素席夫碱类肼荧光探针的合成及性能研究  

Synthesis and Properties of Hydrazine Fluorescent Probe Based on Coumarin Schiff Base

作　　者：孙新峰 朱奕妍 解晓华 盛筱[2] 王守信 SUN Xin-feng;ZHU Yi-yan;XIE Xiao-hua;SHENG Xiao;WANG Shou-xin(Graduate School,Shandong First Medical University,Jinan 250117,China;School of Pharmaceutical Sciences,Jining Medical University,Rizhao 276826,China)

机构地区：[1]山东第一医科大学研究生院,山东济南250117 [2]济宁医学院药学院,山东日照276826

出　　处：《化学试剂》2024年第10期52-57,共6页Chemical Reagents

基　　金：山东省自然科学基金项目(ZR2020MB107);山东省医药卫生科技发展计划项目(202113050717)。

摘　　要：以3-(4-氨基苯基)-7-二乙氨基香豆素(ADPC)为荧光母体,碳氮双键为识别位点,构建了一种新型的席夫碱类肼荧光探针HAPC。在V(DMSO)∶V(PBS缓冲液,pH 7.4)=9∶1的体系中,该探针自身荧光微弱,与肼反应后呈现强黄绿色荧光,实现了对肼的Turn-on检测。探针对肼具有良好的选择性与抗干扰能力、较大的斯托克斯位移,检出限低至1.92×10-7 mol/L,检测最适pH范围为3~8。通过HPLC与高分辨质谱验证了HAPC与肼的反应机制。结果表明HAPC与肼经加成-水解-消除反应生成了荧光母体ADPC与对羟基苯腙。此外,探针HAPC能制作成便携式试纸,已成功用于气态肼的检测。A novel Schiff base hydrazine fluorescent probe HAPC was constructed by using 3-(4-aminophenyl)-7-diethylaminocoumarin(ADPC)as the parent fluorophore and C N double bond as the recognition site.In the solution of DMSO and PBS buffer(V∶V=9∶1,pH 7.4),the fluorescence of probe was weak,while it showed strong yellow-green fluorescence after reacting with hydrazine,realizing the fluorescent turn-on detection for hydrazine.Probe HAPC exhibited good selectivity,anti-interference ability,and large Stokes shift for hydrazine,with a detection limit as low as 1.92×10-7 mol/L.The optimal pH range for the detection of hydrazine was 3~8.The reaction mechanism of HAPC with hydrazine was verified by HPLC and high-resolution mass spectrometry.The results indicated that HAPC reacted with hydrazine via addition-hydrolysis-elimination to produce the parent fluorophore ADPC and p-hydroxyphenylhydrazone.In addition,the probe HAPC could be fabricated into a portable test paper that has been successfully used for the detection of gaseous hydrazine.

关 键 词：荧光探针 肼 香豆素 席夫碱 合成 

分 类 号：O657.3[理学—分析化学]