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Iodination of arachidonic acid by the iron/H 2 O 2 /iodide system
Author(s) -
Henderson William R.,
Hubbard Walter C.,
Klebanoff Seymour J.
Publication year - 1983
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02537238
Subject(s) - iodide , chemistry , arachidonic acid , hydrogen peroxide , halogenation , iodine , hydrogen iodide , halogen , radical , organic chemistry , medicinal chemistry , inorganic chemistry , enzyme , alkyl
The newly described iron/hydrogen peroxide (H 2 O 2 )/iodide antimicrobial system iodinates arachidonic acid to form the same products which are generated by peroxidase/H 2 O 2 /iodide systems. Arachidonic acid is multiply iodinated with the formation of bis ‐iodohydrins and monoiodinated products which were identified as iodolactones by their high performance liquid chromatography elution patterns and by gas chromatography‐mass spectrometric analysis. Iodination of arachidonic acid by the iron/H 2 O 2 /iodide system appears to proceed via the formation of hydroxyl radicals as an intermediate species. Iodination of unsaturated lipids may contribute to the cytotoxicity of the iron/H 2 O 2 /iodide system.