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Identification of acrolein from the ozone oxidation of unsaturated fatty acids

Specialties Hospital, Medical Research Unit in Biochemistry, Mexican Institute of Social Security, Mexico

E Mercado-Pichardo

O Herndez-Pérez

Metropolitan Autonomous University, Mexico

J J Hicks

Juarez Mexico City Hospital, Mexico

By-products of lipoperoxidation reactions may be associated with the genesis or the progression of several diseases as arteriosclerosis, diabetes and cancer, among many others. Acrolein, at first a widely distributed environmental pollutant, is currently known as a compound capable of being generated as a result of metabolic reactions within biological systems, highly toxic and the most electrophilic of the a, b-unsaturated aldehydes formed during lipoperoxidation. In the present study:

1. 1 The separation of acrolein and malondialdehyde was achieved at alkaline pH with the use of high voltage capillary electrophoresis in uncoated fused-silica capillaries.
   
2. 2 It was demonstrated how the oxidation of fatty acids (arachidonic/linoleic) with ozone generates, in dose-dependent form, acrolein as one of the by-products of the lipoperoxidation process. The oxidation of open human erythrocyte membranes with ozone also generated acrolein.
   
3. 3 After aldolic condensation, aldol-acrolein derivative has a positive reaction with 2-thiobarbituric acid (TBA) and shows a maximum absorption at 498 nm. This novel characteristic is used in its identification after the separation of the by-products.
   
4. 4 It is possible to suggest that in the classic reaction of the denominated thiobarbituric acid reactive substances (TBARS), when used as an indicator of the degree of peroxidation in biological systems, a portion of acrolein could be present but dwarfed by the TBAMDA adduct.
   

Key Words: acrolein • ozone • malondialdehyde • lipoperoxidation • capillary electrophoresis

Human & Experimental Toxicology, Vol. 18, No. 11, 677-682 (1999)
DOI: 10.1191/096032799678839527


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				R Medina-Navarro, G Duran-Reyes, M Diaz-Flores, J J Hicks, and J K. R Glucose-stimulated acrolein production from unsaturated fatty acids Human and Experimental Toxicology, February 1, 2004; 23(2): 101 - 105. [Abstract] [PDF]