Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2-Aminobenzamide

作者:Jia, Jia; Gu, Zhen-yuan; Li, Ri-chen; Huang, Ming-hao; Xu, Cai-shuang; Wang, Yi-fei; Xing, Guo-wen*; Huang, Yun-sheng
来源:European Journal of Organic Chemistry, 2011, 2011(24): 4609-4615.
DOI:10.1002/ejoc.201100388

摘要

Four novel Zn2+ fluorescent sensors have been designed with N,N-bis(2-pyridylmethyl)ethylenediamine as chelator and 2-aminobenzamide as fluorophore. These sensors were prepared in two or three steps from readily available starting materials. Of the four designed sensors, ZnABA was found to be the most efficient Zn2+-specific fluorescent probe and has good solubility in biological buffer, a large Stokes shift (186 nm), a high off on fluorescence response (16-fold enhancement), and distinct selectivity towards Zn2+ over other metal ions. Our results have demonstrated an excellent linear relationship between the fluorescence intensity of ZnABA and the Zn2+ concentration from 0 to 10 mu m, which indicates that ZnABA has the potential to be used for the quantitative determination of Zn2+ in an aqueous environment.