文献类型：期刊文献

英文题名：Zn²⁺-Triggered Amide Tautomerization Produces a Highly Zn²⁺-Selective, Cell-Permeable, and Ratiometric Fluorescent Sensor

作者：Xu, Zhaochao[1,2,3];Baek, Kyung-Hwa[4];Kim, Ha Na[1,2];Cui, Jingnan[5];Qian, Xuhong[6];Spring, David R.[3];Shin, Injae[4];Yoon, Juyoung[1,2]

机构：[1]Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea;[2]Ewha Womans Univ, Dept Bioinspired Sci, Seoul 120750, South Korea;[3]Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England;[4]Yonsei Univ, Dept Chem, Seoul 120749, South Korea;[5]Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China;[6]E China Univ Sci & Technol, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2010

卷号：132

期号：2

起止页码：601

外文期刊名：JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000275084600037)】；

基金：This work was supported by the National Research Foundation of Korea (NRF) grants [20090083065, R0A-2005-000-10027-0 (NRL)], WCU programs (R31-2008-000-100100, R32-2008-000-10217-0), EPSRC, BBSRC, MRC, Herchel Smith Postdoctoral Research Fund and Newman Trusts.

语种：英文

摘要：It is still a significant challenge to develop a Zn2+-selective fluorescent sensor with the ability to exclude the interference of some heavy and transition metal (HTM) ions such as Fe2+, Co2+, Ni2+, Cu2+, Cd2+, and Hg2+. Herein, we report a novel amide-containing receptor for Zn2+, combined with a naphthalimide fluorophore, termed ZTRS. The fluorescence, absorption detection, NMR, and IR studies indicated that ZTRS bound Zn2+ in an imidic acid tautomeric form of the amide/di-2-picolylamine receptor in aqueous solution, while most other HTM ions were bound to the sensor in an amide tautomeric form. Due to this differential binding mode, ZTRS showed excellent selectivity for Zn2+ over most competitive HTM ions with an enhanced fluorescence (22-fold) as well as a red-shift in emission from 483 to 514 nm. Interestingly, the ZTRS/Cd2+ complex showed an enhanced (21-fold) blue-shift in emission from 483 to 446 nm. Therefore, ZTRS discriminated in vitro and in vivo Zn2+ and Cd2+ with green and blue fluorescence, respectively. Due to the stronger affinity, Zn2+ could be ratiometrically detected in vitro and in vivo with a large emission wavelength shift from 446 to 514 nm via a Cd2+ displacement approach. ZTRS was also successfully used to image intracellular Zn2+ ions in the presence of iron ions. Finally, we applied ZTRS to detect zinc ions during the development of living zebrafish embryos.