Please use this identifier to cite or link to this item:
https://hdl.handle.net/2440/4553
Citations | ||
Scopus | Web of Science® | Altmetric |
---|---|---|
?
|
?
|
Type: | Journal article |
Title: | The synthesis and fluorescent properties of analogues of the zinc (II) specific fluorophore zinquin ester |
Author: | Kimber, M. Mahadevan, I. Lincoln, S. Ward, A. Tiekink, E. |
Citation: | Journal of Organic Chemistry, 2000; 65(24):8204-8209 |
Publisher: | Amer Chemical Soc |
Issue Date: | 2000 |
ISSN: | 0022-3263 1520-6904 |
Statement of Responsibility: | Marc C. Kimber, Indumathy B. Mahadevan, Stephen F. Lincoln, A. David Ward and Edward R. T. Tiekink |
Abstract: | The synthesis and fluorescent properties in the absence and presence of zinc(II) of a range of 2-substituted derivatives of N-(6-methoxy-2-methyl-8-quinolyl)-4-methylbenzenesulfonamide are described. These analogues formed complexes with zinc(II) as indicated by a bathochromic shift in their UV/vis spectra. Analogues with isobutenyl and isobutyl side chains at the 2-position formed fluorescent complexes whose fluorescence was stronger than that of the 2-methyl-containing parent. These derivatives were converted, via conversion to the phenol with boron tribromide and reaction with ethyl bromoacetate, to systems with ester-containing side chains analogous to zinquin ester, a specific cellular fluorophore for zinc(II). All of these ester derivatives formed complexes with zinc(II) resulting in a bathochomic shift in their UV/vis spectra. Compounds with isobutyl, isobutenyl, and styryl side chains exhibited increased fluorescence compared to that of zinquin ester in the presence of zinc(II). The compound with the 2-isobutyl side chain was more selective in its fluorescence for zinc(II) over cadmium(II) compared to zinquin ester. |
Keywords: | Tosyl Compounds Quinolones Fluorescent Dyes Ligands |
Description: | Copyright © 2000 American Chemical Society |
Provenance: | Web Release Date: November 2, 2000 |
DOI: | 10.1021/jo000678x |
Published version: | http://dx.doi.org/10.1021/jo000678x |
Appears in Collections: | Aurora harvest 6 Chemistry publications Environment Institute publications |
Files in This Item:
There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.