5-Aminolevulinic acid (ALA) is a heme precursor accumulated in acute intermittent porphyria (AIP), which might be associated with hepatocellular carcinoma (HCC) in symptomatic patients. Under metal catalyzed oxidation, ALA and its cyclic dimerization product, 3,6-dihydropyrazine-2,5-dipropanoic acid, produce reactive oxygen species that damage plasmid and calf thymus DNA bases, increase the steady state level of 8-oxo-7,8-dihydro-2'-deoxyguanosine in liver DNA and promote mitochondrial DNA damage. The final product of ALA, 4,5-dioxovaleric acid (DOVA), is able to alkylate guanine moieties, producing adducts. ALA and DOVA are mutagenic in bacteria. This review shows an up-to-date literature data that reinforce the hypothesis that the DNA damage induced by ALA may be associated with the development of HCC in AIP patients.
CITATION STYLE
Onuki, J., Teixeira, P. C., Medeiros, M. H. G., & Di Mascio, P. (2002). DNA damage induced by 5-aminolevulinic acid: A possible association with the development of hepatocellular carcinoma in acute intermittent porphyria patients. Quimica Nova. Sociedade Brasileira de Quimica. https://doi.org/10.1590/s0100-40422002000400015
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