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

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 mo...

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Veröffentlicht in:European Journal of Organic Chemistry 2011-08, Vol.2011 (24), p.4609-4615
Hauptverfasser: Jia, Jia, Gu, Zhen-yuan, Li, Ri-chen, Huang, Ming-hao, Xu, Cai-shuang, Wang, Yi-fei, Xing, Guo-wen, Huang, Yun-sheng
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Sprache:eng
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Zusammenfassung: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 μM, which indicates that ZnABA has the potential to be used for the quantitative determination of Zn2+ in an aqueous environment. Four novel Zn2+ fluorescent sensors have been designed with N,N‐bis(2‐pyridylmethyl)ethylenediamine as chelator and 2‐aminobenzamide as fluorophore. ZnABA was found to be the most efficient Zn2+‐specific fluorescent probe with good solubility in biological buffer, a large Stokes shift (186 nm), a high off–on fluorescence response, and a distinct selectivity towards Zn2+ over other metal ions.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201100388