5-Aminolevulinic acid induces single-strand breaks in plasmid pBR322 DNA in the presence of Fe2+ ions

Biochim Biophys Acta. 1994 Feb 22;1225(3):259-63. doi: 10.1016/0925-4439(94)90004-3.

Abstract

5-Aminolevulinic acid (ALA), a heme precursor accumulated in chemical and inborn porphyrias, has been demonstrated to produce reactive oxygen species upon metal-catalyzed aerobic oxidation and to cause oxidative damage to proteins, liposomes and subcellular structures. Exposure of plasmid pBR322 DNA to ALA (0.01-3 mM) in the presence of 10 microM Fe2+ ions causes DNA single-strand breaks (ssb), revealed by agarose gel electrophoresis as an increase in the proportion of the open circular form (75 +/- 7.5% at 3 mM ALA) at the expense of the supercoiled form. Addition of either anti-oxidant enzymes such as superoxide dismutase (10 micrograms/ml) and catalase (20 micrograms/ml), or a metal chelator (DTPA, 2.5 mM), or a HO. scavenger (mannitol, 100 mM) inhibited the damage (by 30, 45, 55, and 81%, respectively), evidencing the involvement of O2-., H2O2 and HO. (by the Haber-Weiss reaction) in this process. Hydrogen peroxide (100 microM) or Fe2+ (10 microM) alone were of little effect on the extent of DNA ssb. The present data may shed light on the correlation reported between primary liver-cell carcinoma and intermittent acute porphyria.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminolevulinic Acid / pharmacology*
  • Antioxidants / pharmacology
  • DNA Damage
  • DNA, Circular / analysis
  • DNA, Single-Stranded / drug effects*
  • DNA, Superhelical / analysis
  • DNA, Superhelical / drug effects
  • Dose-Response Relationship, Drug
  • Escherichia coli / genetics
  • Ferrous Compounds / pharmacology*
  • Free Radical Scavengers
  • Humans
  • Liver / metabolism
  • Pentetic Acid / pharmacology
  • Plasmids / drug effects*
  • Porphyria, Acute Intermittent / etiology

Substances

  • Antioxidants
  • DNA, Circular
  • DNA, Single-Stranded
  • DNA, Superhelical
  • Ferrous Compounds
  • Free Radical Scavengers
  • Pentetic Acid
  • Aminolevulinic Acid