5-aminolevulinic acid induces lipid peroxidation in cardiolipin-rich liposomes.

Abstract

5-Aminolevulinic acid (ALA), a heme precursor accumulated in lead poisoning and acute intermittent porphyria, is known to undergo metal-catalyzed aerobic oxidation to yield reactive oxygen species. In phosphatidylcholine:cardiolipin (80:20) liposomes ALA (0.1-3.0 mM) promoted lipid peroxidation as evaluated by the formation of conjugated dienes and 2-thiobarbituric-reactive substances (TBARS). TBARS formation was dependent on ALA concentration and incubation time. ALA-induced lipid peroxidation was associated with an increase in liposome permeability as measured by the release of encapsulated carboxyfluorescein. alpha-Tocopherol (0.1-0.5 mol %), an efficient oxyradical scavenger, inhibits lipid peroxidation and prevents carboxyfluorescein release, suggesting that the permeabilization of liposomes is mainly due to lipid peroxidation. Cardiolipin, a major component of mitochondrial inner membrane, was particularly susceptible to ALA-induced lipid peroxidation. These results may be relevant to the previously observed Ca(2+)-dependent permeabilization of the inner membrane of rat liver mitochondria promoted by external 0.1-1.0 mM ALA; this mechanism has been implicated in the pathophysiology of acute intermittent porphyria and lead poisoning.

• Authors: P I Oteiza, E J Bechara
• Journal: Archives of biochemistry and biophysics (Arch Biochem Biophys) Vol. 305 Issue 2 Pg. 282-7 (Sep 1993) ISSN: 0003-9861 [Print] United States
• PMID: 8373166 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Cardiolipins
• Fatty Acids
• Lipid Peroxides
• Liposomes
• Phosphatidylcholines
• Vitamin E
• Aminolevulinic Acid

Topics

• Aminolevulinic Acid (chemistry)
• Cardiolipins (chemistry)
• Fatty Acids (chemistry)
• In Vitro Techniques
• Lipid Peroxides (metabolism)
• Liposomes
• Permeability
• Phosphatidylcholines (chemistry)
• Vitamin E (pharmacology)