Issue 6, 2004
From the journal:

New Journal of Chemistry

3-Hydroxychromonedyes exhibiting excited-state intramolecular proton transfer in water with efficient two-band fluorescence

Andrey S. Klymchenko*ab  and  Alexander P. Demchenkobc  

* Corresponding authors

a Laboratoire de Pharmacologie et Physico-chimie (CNRS UMR 7034), Faculté de Pharmacie, Université Louis Pasteur, Illkirch, France
E-mail: aklymchenko@aspirine.u-strasbg.fr
Fax: +33 390244313
Tel: +33 390244115

b TUBITAK Research Institute for Genetic Engineering & Biotechnology, Gebze-Kocaeli, Turkey
E-mail: dem@rigeb.gov.tr
Fax: +90 262 6412309
Tel: +90 262 6412300

c A. V. Palladin Institute of Biochemistry, Kiev, Ukraine
E-mail: adem@biochem.kiev.ua
Fax: +38 044 2296365
Tel: +38 044 2241157

Abstract

We demonstrate that newly synthesised 7-acetamido-3-hydroxychromones, as well as their parent 3-hydroxychromone (3HC) analogues, exhibit excited-state intramolecular proton transfer reaction in polar protic media including water, resulting in well-resolved two-band fluorescence. Among all 3HCs reported so far, the new compounds show the highest quantum yields ever reported in water (4–13%), while maintaining the sensitive ratiometric response to solvent polarity. This makes them very promising precursors for the development of two-band fluorescent labels and probes, operating in water and other protic media.

Graphical abstract: 3-Hydroxychromone dyes exhibiting excited-state intramolecular proton transfer in water with efficient two-band fluorescence

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Article information

DOI
https://doi.org/10.1039/B316149H
Article type
Paper
Submitted
10 Dec 2003
Accepted
29 Jan 2004
First published
06 May 2004

New J. Chem., 2004,28, 687-692

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3-Hydroxychromone dyes exhibiting excited-state intramolecular proton transfer in water with efficient two-band fluorescence

A. S. Klymchenko and A. P. Demchenko, New J. Chem., 2004, 28, 687 DOI: 10.1039/B316149H

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