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Zinc selective chemosensor based on pyridyl-amide fluorescence
- Title
- Zinc selective chemosensor based on pyridyl-amide fluorescence
- Authors
- Lee H.G.; Lee J.H.; Jang S.P.; Park H.M.; Kim S.-J.; Kim Y.; Kim C.; Harrison R.G.
- Ewha Authors
- 김성진; 김영미
- SCOPUS Author ID
- 김성진; 김영미
- Issue Date
- 2011
- Journal Title
- Tetrahedron
- ISSN
- 0040-4020
- Citation
- Tetrahedron vol. 67, no. 42, pp. 8073 - 8078
- Indexed
- SCI; SCIE; SCOPUS
- Document Type
- Article
- Abstract
- Chemosensors are developed to image zinc ions. Fluorescence enhancement due to Zn2+ binding is an excellent way to detect its presence. A chemosensor for Zn2+ based on dipicolylamine (DPA) groups connected by a pyridyl amide backbone has been synthesized. Addition of 2-chloroacetyl chloride to 2,6-diaminopyridine affords 2,6-bis(chloroethylamido)pyridine, which is converted to the sensor BADPA-P by 2,2′-dipicolylamine displacement of chlorine. This compound along with two others, the mono-DPA, ADPA-P and the benzyl in place of pyridyl, BADPA-B, present three potential Zn2+ sensors. It was found that BADPA-P in the presence of Zn2+ shows a large increase in fluorescence, whether in polar organic or aqueous environments. Its fluorescence in the presence of Cd2+, unlike with Zn2+, is not enhanced when excited at longer wavelengths. Proton NMR measurements, indicate two Zn2+ ions bind to BADPA-P. Also, Zn 2+ enhances fluorescence even when other metal ions are present. © 2011 Elsevier Ltd. All rights reserved.
- DOI
- 10.1016/j.tet.2011.08.049
- Appears in Collections:
- 자연과학대학 > 화학·나노과학전공 > Journal papers
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