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The hydroxyl radical can damage virtually all types of macromolecules: carbohydrates, nucleic acids , lipids (lipid peroxidation) and amino acids (e.g. conversion of Phe to m-Tyrosine and o-Tyrosine). The hydroxyl radical has a very short in vivo half-life of approximately 10 −9 seconds and a high reactivity. [5]
Hydroxyl radical (HO·) is generated by Fenton reaction of hydrogen peroxide with ferrous compounds and related reducing agents: Fe(II) + H 2 O 2 → Fe(III)OH + HO· In its fleeting existence, the hydroxyl radical reacts rapidly irreversibly with all organic compounds. superoxide (O − 2) is produced by reduction of O 2. [4]
Pulmonary oxygen toxicity was first described by J. Lorrain Smith in 1899 when he noted central nervous system toxicity and discovered in experiments in mice and birds that 0.43 bar (43 kPa) had no effect but 0.75 bar (75 kPa) of oxygen was a pulmonary irritant. [33] Pulmonary toxicity may be referred to as the "Lorrain Smith effect". [16]
Oxidative stress mechanisms in tissue injury. Free radical toxicity induced by xenobiotics and the subsequent detoxification by cellular enzymes (termination).. Oxidative stress reflects an imbalance between the systemic manifestation of reactive oxygen species and a biological system's ability to readily detoxify the reactive intermediates or to repair the resulting damage. [1]
Even though the superoxide and the hydrogen peroxide radicals are toxic in their own right, they become potentially more toxic when they interact to form the hydroxyl radical (OH•). This proceeds through the iron and copper catalyzed Haber–Weiss reaction: [36] O 2 − + Fe 3+ ↔ O 2 + Fe 2+ H 2 O 2 + Fe 2+ ↔ Fe 3+ + OH• + OH −
Haber, Wilstätter and Weiss simply wrote HO 2 or O 2 H, but sometimes HO 2 • or • O 2 H can also be found to stress the radical character of the species. The hydroperoxyl radical is a weak acid and gives rise to the superoxide radical (O 2 •–) when it loses a proton: HO 2 → H + + O 2 – sometimes also written as: HO 2 • → H ...
In cases where the free radical-induced chain reaction involves base pair molecules in a strand of DNA, the DNA can become cross-linked. [19] Oxidative free radicals, such as the hydroxyl radical and the superoxide radical, can cause DNA damages, and such damages have been proposed to play a key role in the aging of crucial tissues. [20]
The first and second steps are electrophilic addition that breaks the aromatic ring in benzene (A) and forms two hydroxyl groups (–OH) in intermediate C. Later an ·OH grabs a hydrogen atom in one of the hydroxyl groups, producing a radical species (D) that is prone to undergo rearrangement to form a more stable radical (E).