摘要
设计合成了三种新型的席夫碱Zn^(2+) 荧光探针,5-氯水杨醛缩叔丁胺( L1 )、5-溴水杨醛缩叔丁胺( L2 )和5-硝基水杨醛缩叔丁胺( L3 ),结构均由^(1)H NMR、^(13)C NMR、IR和HRMS进行了表征。荧光光谱分析实验结果表明,相比于探针 L2和L3 ,探针 L1 对Zn^(2+) 具有更好的选择性和灵敏度,检出限为66 nmol·L^(-1) ,远低于国标GB5749-2006《生活饮用水卫生标准》规定的饮水中Zn^(2+) 含量的限量值。在0~10 μmol·L^(-1) 浓度的范围内,探针 L1 的荧光强度与Zn^(2+) 浓度可呈现良好的线性关系。同时,Job曲线证实探针 L1 与Zn^(2+) 以摩尔比2∶1络合,并通过核磁滴定、红外光谱实验和单晶结构进一步确定了 L1 与Zn^(2+) 络合机理。在活体生物Zn^(2+) 检测中,探针 L1 具有良好的生物相容性,表明其在水体及水体生物Zn^(2+) 检测中具有潜在的应用前景。
Three novel Schiff-base fluorescent probes,2-((tert-butylimino)methyl)-4-chlorophenol( L1 ),4-bromo-2-((tert-butylimino)methyl)phenol( L2 ),2-((tert-butylimino)methyl)-4-nitrophenol( L3 ),were synthesized and characterized by^(1)H NMR,^(13)C NMR,IR and HRMS.The results of fluorescence spectrum analysis showed that the probe L1 ,was more selective and sensitive to Zn^(2+) than probes L2 and L3 . The detection limit of L1 was found to be 66 nmol·L^(-1) ,which was far lower than the limit value of Zn^(2+) content in drinking water,stipulated in the national standard GB5749-2006“Sanitary Standards for Drinking Water”. There was a good linear relationship between the fluorescence intensity of the probe L1 and the concentration of Zn^(2+) in the range of 0 to 10 μmol·L^(-1) . Mean the while,the Job plot revealed a 2∶1 L1 -Zn^(2+) identification.The complexation mechanism of L1 with Zn^(2+) was further determined by^(1)H NMR titration,infrared spectroscopy and single crystal.In the detection of Zn^(2+) in living organisms,the probe L1 had good biocompatibility,indicating that it had a potential application prospect in the detection of Zn^(2+) in water and aquatic organisms.
作者
李中燕
李元达
杨芊之
张胜婷
袁霖
LI Zhong-yan;LI Yuan-da;YANG Qian-zhi;ZHANG Sheng-ting;YUAN Lin(School of Chemical and Biological Engineering,Hunan University of Science and Engineering,Yongzhou 425199,China)
出处
《化学研究与应用》
CAS
CSCD
北大核心
2022年第10期2552-2557,共6页
Chemical Research and Application
基金
湖南省教育厅科学研究项目(21A0518)资助
湖南省教育厅科学研究项目(21C0691)资助。
关键词
水杨醛
席夫碱
锌离子
荧光探针
活体检测
salicylaldehyde
Schiff-base
zinc ion
fluorescent probe
in vivo detection Zn^(2+)
