articleJournal of the American Chemical SocietyDec 15, 2009Closed access

Zn 2+ -Triggered Amide Tautomerization Produces a Highly Zn 2+ -Selective, Cell-Permeable, and Ratiometric Fluorescent Sensor

East China University of Science and Technology · Dalian University of Technology · +3 more institutions

PubMed
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Abstract

It is still a significant challenge to develop a Zn(2+)-selective fluorescent sensor with the ability to exclude the interference of some heavy and transition metal (HTM) ions such as Fe(2+), Co(2+), Ni(2+), Cu(2+), Cd(2+), and Hg(2+). Herein, we report a novel amide-containing receptor for Zn(2+), combined with a naphthalimide fluorophore, termed ZTRS. The fluorescence, absorption detection, NMR, and IR studies indicated that ZTRS bound Zn(2+) 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 Zn(2+) over most…

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