Free radical generation during δ-Aminolevulinic acid autoxidation: Induction by hemoglobin and connections with porphyrinpathies

Monteiro, HP; Abdalla, DSP; Augusto, O; Bechara, EJH

HERO ID

655790

Reference Type

Journal Article

Year

1989

Language

English

HERO ID 655790
In Press No
Year 1989
Title Free radical generation during δ-Aminolevulinic acid autoxidation: Induction by hemoglobin and connections with porphyrinpathies
Authors Monteiro, HP; Abdalla, DSP; Augusto, O; Bechara, EJH
Journal Archives of Biochemistry and Biophysics
Volume 271
Issue 1
Page Numbers 206-216
Abstract δ-Aminolevulinic acid (ALA), a heme precursor accumulated in acute intermittent porphyria and saturnism, undergoes autoxidation leading to ammonium ion and probably the corresponding α-ketoaldehyde. This reaction is accelerated by addition of oxyhemoglobin (oxyHb) and other iron complexes. OxyHb is concomitantly oxidized to metHb; the apparent second-order rate constant of oxyHb/ALA coupled oxidation is ca. 10 m−1 min−1.1H NMR and uv spectral studies suggest that ALA undergoes enolization before consuming the dissolved oxygen. Spin-trapping experiments demonstrate formation of both the hydroxyl radical and a substrate-derived carbon-centered radical during ALA oxidation. Generation of active oxygen species by ALA might be related to the neuropathy associated to some acquired and inherited porphyrinpathies.
Doi 10.1016/0003-9861(89)90271-3
Wosid WOS:A1989U366800023
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English