文献类型：期刊文献

英文题名：Zn2+-triggered amide tautomerization produces a highly Zn 2+-selective, cell-permeable, and ratiometric fluorescent sensor

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

机构：[1] Department of Chemistry and Nano Science, Department of Bioinspired Science, Ewha Womans University, Seoul 120-750, Korea, Republic of; [2] Department of Chemistry, University of Cambridge, Cambridge, CB2 1EW, United Kingdom; [3] Department of Chemistry, Yonsei University, Seoul 120-749, Korea, Republic of; [4] State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China; [5] Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, Shanghai 200237, 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：EI(收录号：20100412671689)

语种：英文

外文关键词：Metal ions - Transition metals - Fluorescence - Binding energy - Transition metal compounds - Solutions

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. ? 2010 American Chemical Society.