Trans-4-hydroxy-2-hexenal, a product of n-3 fatty acid peroxidation: make some room HNE...
Lipid peroxidation yields multiple aldehyde species. Of these, trans-4-hydroxy-2-nonenal (HNE), derived from n-6 poly-unsaturated fatty acids (PUFA) is one of the most studied products of lipid peroxidation. On the other hand, oxidative damage to n-3 PUFA, e.g. docosahexaenoic acid (DHA; 22:6, n-3) and eicosapentaenoic acid, is now recognized as an important effector of oxidative stress and is of particular interest in n-3 rich tissues such as brain and retina. Trans-4-hydroxy-2-hexenal (HHE) is a major alpha,beta-unsaturated aldehyde product of n-3 PUFA oxidation and, like HNE, is an active biochemical mediator resulting from lipid peroxidation. HHE adducts are elevated in disease states, in some cases, at higher levels than the corresponding HNE adduct. HHE has properties in common with HNE, but there are important differences particularly with respect to adduction targets and detoxification pathways. In this review, the biochemistry and cell biology of HHE will be discussed. From this review, it is clear that further study is needed to determine the biochemical and physiological roles of HHE and its related aldehyde, trans-4-oxo-2-hexenal.
Long
Eric K
EK
Department of Pharmacology, Physiology, and Therapeutics, Grand Forks, ND 58203-9037, USA.
Picklo
Matthew J
MJ
D000447:Aldehydes / Q000737:chemistry / Q000378:metabolism*; D000818:Animals; D017209:Apoptosis; D001921:Brain / Q000378:metabolism; D004281:Docosahexaenoic Acids / Q000378:metabolism; D015118:Eicosapentaenoic Acid / Q000378:metabolism; D005395:Fish Oils / Q000378:metabolism; D006801:Humans; D015227:Lipid Peroxidation; D050216:Metabolic Detoxication, Phase I; D018384:Oxidative Stress; D012160:Retina / Q000378:metabolism; D015398:Signal Transduction
C506591:4-oxo-(E)-2-hexenal; D000447:Aldehydes; D005395:Fish Oils; C045934:4-hydroxy-2-hexenal; D004281:Docosahexaenoic Acids; D015118:Eicosapentaenoic Acid