Issue 9, 2003
From the journal:

Photochemical & Photobiological Sciences

Investigation of singlet oxygen reactivity towards propofol

Belinda Heyne,*a   Stephan Kohnen,b   Daniel Brault,c   Ange Mouithys-Mickalad,b   Francis Tfibel,d   Pol Hans,e   Marie-Pierre Fontaine-Aupartd  and  Maryse Hoebekea  

* Corresponding authors

a Biomedical Spectroscopy, C.O.R.D., Department of Physics, Institute of Physics, B5, University of Liège, 4000 Liège, Belgium
E-mail: Belinda.Heyne@ulg.ac.be

b Centre for Oxygen Research & Development, C.O.R.D., Institute of Chemistry, B6, University of Liège, 4000 Liège, Belgium

c Laboratoire de Physico-Chimie Biomoléculaire et Cellulaire, UMR CNRS 7033, Université Pierre et Marie Curie and Laboratoire de Photobiologie, Muséum National d'Histoire Naturelle, 75005 Paris, France

d Laboratoire de Photophysique Moléculaire, UPR CNRS 3361, Université Paris-Sud, 91405 Orsay, France

e Department of Anesthesia and Intensive Care Medicine, University Hospital of Liège, 4000 Liège, Belgium

Abstract

The reaction between the anaesthetic agent 2,6-diisopropylphenol (propofol, PPF) and singlet oxygen (1O2) has been investigated in aqueous solution by means of HPLC, GC, absorption spectroscopy and laser flash photolysis with infrared luminescence detection. The rate constants for the physical and chemical quenching of 1O2 by PPF (kPPF) are found to be 2.66 × 105 M−1 s−1 and ∼3.2 × 106 M−1 s−1 in CD3OD and D2O–CD3OD (75:25 v/v), respectively. The reaction of propofol with singlet oxygen produced by light irradiation of Rose Bengal leads essentially to two reaction products, 2,6-diisopropyl-p-benzoquinone and 3,5,3′,5′-tetraisopropyl-(4,4′)-diphenoquinone that are unambiguously identified from comparison with authentic samples.

Graphical abstract: Investigation of singlet oxygen reactivity towards propofol

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Article information

DOI
https://doi.org/10.1039/B302373G
Article type
Paper
Submitted
03 Mar 2003
Accepted
05 May 2003
First published
05 Jun 2003

Photochem. Photobiol. Sci., 2003,2, 939-945

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Investigation of singlet oxygen reactivity towards propofol

B. Heyne, S. Kohnen, D. Brault, A. Mouithys-Mickalad, F. Tfibel, P. Hans, M. Fontaine-Aupart and M. Hoebeke, Photochem. Photobiol. Sci., 2003, 2, 939 DOI: 10.1039/B302373G

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