一种含1,2,3-三氮唑席夫碱的Al^(3+)荧光探针及其应用  

A fluorescent probe of 1,2,3-triazole modified by Schiff base for detecting Al^(3+)and its application

作　　者：廖元淏 王帅 冯华杰[1] 陈光英[1] 宋媛 吴禄勇[1] 何文英[1] LIAO Yuanhao;WANG Shuai;FENG Huajie;CHEN Guangying;SONG Yuan;WU Luyong;HE Wenying(Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education,Hainan Normal University,Haikou 571158,China)

机构地区：[1]热带药用资源化学教育部重点实验室,海南师范大学化学与化工学院,海口571158

出　　处：《分析试验室》2024年第5期660-668,共9页Chinese Journal of Analysis Laboratory

基　　金：国家自然科学基金(21562019)资助。

摘　　要：本文设计合成了5-苯基-2-苯基-1,2,3-三唑-1-4-酰肼(PP),将其与水杨醛反应,构建了一种席夫碱荧光探针(PPS)。荧光光谱及紫外光谱测定表明,PPS能够高选择性和强抗干扰性地检测乙醇溶液中的Al^(3+),检出限为8.28 nmol/L;在紫外光下可发生明显的溶剂变色效应,在含水量大于60%的有机溶剂中存在聚集诱导发光(AIE)效应,质谱、工作曲线、核磁滴定及理论计算结果均证明,PPS和Al^(3+)可以络合比1∶1进行反应,生成平面结构的化合物。该探针具有低的细胞毒性且成功用于HeLa细胞的显色成像,有望被开发利用为具有AIE聚集效应的发光材料及生物体内测定Al^(3+)的荧光探针。5-phenyl-2-phenyl-1,2,3-triazole-4-hydrazid(PP)was designed and synthesized based on"clickchemistry".Thefluorescenceprobe PPS(5-phenyl-2-phenyl-1,2,3-triazole-4-hydrazid-0-hydroxymethylbenzene)containing Schiff base was further constructed by a chemical reaction between PP and salicylaldehyde.PPS could be used to determine Al^(3+)in ethanol solution with high sensitivity and strong antiinterference performance by fluorescence and UV-vis spectroscopic methods.The limit of detection for Al^(3+)was 8.28 nmol/L,and the probe PPS showed an obvious solvatochromic effect under ultraviolet light.The aggregationinduced emission(AIE)effect of PPS was found in organic solvent when water content was more than 60%.Furthermore,the results of mass spectrometry(MS),Job's plot,NMR titration,and density functional theory(DFT)calculation confirmed that the probe PPS and Al^(3+)could react to form a compound with a planar structure at 1:1 complexation ratio.The probe PPS showed less low cytotoxicity to HeLa cells,so it was successfully used for chromatic bioimaging Al^(3+)in HeLa cells.It is expected to be developed and utilized as a kind of luminous material with AIE effect and a fluorescence probe for detecting A13*in vivo.

关 键 词：5-苯基-2-苯基-1 2 3-三唑-1-4-酰肼席夫碱 Al^(3+) 识别机理 细胞成像 

分 类 号：O657.31[理学—分析化学] X832[理学—化学]