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Design and Synthesis of Fluorescent Sensors for Zinc Ion Derived from 2‐Aminobenzamide
Author(s) -
Jia Jia,
Gu Zhenyuan,
Li Richen,
Huang Minghao,
Xu Caishuang,
Wang Yifei,
Xing Guowen,
Huang Yunsheng
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100388
Subject(s) - fluorescence , chemistry , fluorophore , ethylenediamine , zinc , selectivity , metal ions in aqueous solution , aqueous solution , chelation , stokes shift , ion , inorganic chemistry , photochemistry , combinatorial chemistry , analytical chemistry (journal) , chromatography , organic chemistry , optics , physics , catalysis
Four novel Zn 2+ 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 Zn 2+ ‐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 Zn 2+ over other metal ions. Our results have demonstrated an excellent linear relationship between the fluorescence intensity of ZnABA and the Zn 2+ concentration from 0 to 10 μ M , which indicates that ZnABA has the potential to be used for the quantitative determination of Zn 2+ in an aqueous environment.