Hydroxyl-initiated lipid peroxidation

Stable Identifier
Reaction [transition]
Homo sapiens
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The hydroxyl radical reacts instantaneously with any biological molecule (RH) from which it can abstract a hydrogen atom. The resulting free radical is more stable and hence longer-lived than the hydroxyl radical.

Membranes are formed by amphiphilic lipids which in most cases studied are glycerophospholipids, composed of two fatty acids, a glycerol moiety, a phosphate group and a variable head group. Bacterial membranes present a large diversity of amphiphilic lipids, including phosphatidylglycerol, phosphatidylethanolamine, cardiolipin and the less frequent phospholipids such as phosphatidylcholine and phosphatidylinositol. Bacteria can also form phosphorus-free membrane lipids such as ornithine lipids, sulfolipids, diacylglyceryl-N,N,N-trimethylhomoserine, glycolipids, diacylglycerol, hopanoids and others. Commonly, the hydrophobic moieties of amphiphilic membrane lipids are formed by linear fatty acids that can be saturated or unsaturated (containing often one and rarely two or more double bonds). (OH.)-dependent abstraction of a hydrogen atom from an unsaturated fatty acid initiates the process of lipid peroxidation by generating a lipid radical, which rapidly adds oxygen to form a lipid peroxyl radical LOO. (not shown here). The peroxyl radicals in turn can further react with lipid molecules to continue the chain reaction, producing lipid hydroperoxides (LOOH), that can break down to more radical species

Literature References
PubMed ID Title Journal Year
9717713 Lipid hydroperoxide generation, turnover, and effector action in biological systems

Girotti, AW

J. Lipid Res. 1998
23802986 Antimicrobial strategies centered around reactive oxygen species--bactericidal antibiotics, photodynamic therapy, and beyond

Parizotto, NA, Gupta, A, Vecchio, D, Vatansever, F, Yin, R, Sadasivam, M, Chandran, R, Tegos, GP, de Melo, WC, Karimi, M, Avci, P, Hamblin, MR

FEMS Microbiol. Rev. 2013
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