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

Title
Zn2+-triggered amide tautomerization produces a highly Zn 2+-selective, cell-permeable, and ratiometric fluorescent sensor
Authors
Xu Z.Baek K.-H.Kim H.N.Cui J.Qian X.Spring D.R.Shin I.Yoon J.
Ewha Authors
윤주영
SCOPUS Author ID
윤주영scopus
Issue Date
2010
Journal Title
Journal of the American Chemical Society
ISSN
0002-7863JCR Link
Citation
vol. 132, no. 2, pp. 601 - 610
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
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.
DOI
10.1021/ja907334j
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자연과학대학 > 화학·나노과학전공 > Journal papers
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