(+/-)-13-Hydroperoxy-9z,11e-octadeca-dienoic acid, cholesteryl ester

Cholesteryl linoleate hydroperoxides are derived from the autoxidation of cholesteryl linoleate and contain a mixture of racemic 9- and 13-HpODE cholesteryl esters. Oxidative modification of LDL is suggested to play an important role in atherosclerosis. (±)9- and (±)13-HODE cholesteryl esters were originally extracted from atherosclerotic lesions and shown to be produced by Cu2+-catalyzed oxidation of LDL.1,2 Later studies determined that 15-LO, from rabbit reticulocytes and activated human monocytes, oxygenates cholesteryl linoleate to both 9- and 13-hydroperoxy linoleate cholesteryl esters.3,4 Cholesteryl ester hydroperoxides may be transferred from LDL to HDL, reduced to the corresponding hydroxides, and cleared via the liver.5,6WARNING This product is not for human or veterinary use.

[1] C.J.W. BROOKS . Lipids of human atheroma: Isolation of hydroxyoctadecadienoic acids from advanced aortal lesions[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1970, 202 3: Pages 563-566. DOI: 10.1016/0005-2760(70)90131-1
[2] M L LENZ. Lipid hydroperoxy and hydroxy derivatives in copper-catalyzed oxidation of low density lipoprotein.[J]. Journal of Lipid Research, 1990, 31 6: 1043-1050.
[3] JUTTA BELKNER . The oxygenation of cholesterol esters by the reticulocyte lipoxygenase[J]. FEBS Letters, 1991, 279 1: Pages 110-114. DOI: 10.1016/0014-5793(91)80263-3
[4] V A FOLCIK  M K C. Predominance of esterified hydroperoxy-linoleic acid in human monocyte-oxidized LDL.[J]. Journal of Lipid Research, 1994, 35 9: 1570-1582.
[5] W SATTLER  R S. Greater selective uptake by Hep G2 cells of high-density lipoprotein cholesteryl ester hydroperoxides than of unoxidized cholesteryl esters.[J]. Biochemical Journal, 1993, 294 ( Pt 3): 771-778. DOI: 10.1042/bj2940771
[6] K FLUITER. Increased selective uptake in vivo and in vitro of oxidized cholesteryl esters from high-density lipoprotein by rat liver parenchymal cells.[J]. Biochemical Journal, 1996, 319 ( Pt 2): 471-476. DOI: 10.1042/bj3190471