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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]
In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula −OH and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry , alcohols and carboxylic acids contain one or more hydroxy groups.
The hydroxyl radical, Lewis structure shown, contains one unpaired electron. Lewis dot structure of a Hydroxide ion compared to a hydroxyl radical. In chemistry, a radical, also known as a free radical, is an atom, molecule, or ion that has at least one unpaired valence electron.
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]
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 ...
The hydroxyl radicals can then react with the nucleic acid molecules. [17] Hydroxyl radicals attack the ribose/deoxyribose ring and this results in breaking of the sugar-phosphate backbone. Sites under protection from binding proteins or RNA tertiary structure would be cleaved by hydroxyl radical at a lower rate. [17]
The corresponding electrically neutral compound HO • is the hydroxyl radical. The corresponding covalently bound group –OH of atoms is the hydroxy group. Both the hydroxide ion and hydroxy group are nucleophiles and can act as catalysts in organic chemistry.
The hydroxyl radical • OH combines with H 2 S to form HS • and water. [21] Other reactions investigated by Tiee (1981) are HS • + ethylene, HS • + O 2 → HO • + SO, and reactions with itself HS • + HS • → H 2 S 2 or H 2 and S. [22] The disulfide can further react with HS • to make the disulfide radical HS–S • and H 2 S. [19]