Issue 1, 2002

Pyrido[1,2-a]quinoxalines: synthesis, crystal structure determination and pH-dependent fluorescence

Abstract

A series of novel, fluorescent pyrido[1,2-a]quinoxalines have been synthesized with crystal structures obtained for several analogues. These heterocycles exhibit characteristic pH-dependent UV-visible absorption and fluorescence properties that may be utilized for in-situ pH-sensing in biological experiments. The pKa values for this series of compounds, ranging from 4.5 to 7.5, can be systematically varied by manipulating the substitutions on the quinoxaline ring. These novel fluorescent pH indicators are readily available in one synthetic step from commercially available starting materials therefore being significantly more straightforward and less expensive to synthesize than the current standard fluorescent indicators.

Graphical abstract: Pyrido[1,2-a]quinoxalines: synthesis, crystal structure determination and pH-dependent fluorescence

Supplementary files

Article information

Article type
Paper
Submitted
26 Mar 2001
Accepted
31 Oct 2001
First published
03 Dec 2001

J. Chem. Soc., Perkin Trans. 2, 2002, 181-185

Pyrido[1,2-a]quinoxalines: synthesis, crystal structure determination and pH-dependent fluorescence

K. J. Duffy, R. C. Haltiwanger, A. J. Freyer, F. Li, J. I. Luengo and H. Cheng, J. Chem. Soc., Perkin Trans. 2, 2002, 181 DOI: 10.1039/B102755G

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