|
 |
|
|||||||
|
|||||||||
Journal of Lipid Research, Vol 38, 1730-1745, Copyright © 1997 by Lipid Research, Inc.
AJ Brown, SL Leong, RT Dean and W Jessup
7-Hydroperoxycholesterols (7OOHs) are intermediates in cholesterol
oxidation and potential cytotoxins. A normal-phase HPLC method with UV (205
nm) detection was developed that could resolve 7 alpha OOH, 7 beta OOH,
7-ketocholesterol (7K), and the epimeric 7-hydroxycholesterols (7OHs). 7OOH
formation was investigated when LDL was exposed to four different oxidizing
systems: Cu2+; Ham's F-10; mouse peritoneal macrophages in Ham's F-10; and
a metal-independent peroxyl-radical generating system (AAPH). With all four
oxidizing systems, 7OOH (both free and esterified, mostly as the
beta-isomer) was the major oxysterol formed at early times, with 7K
dominating at later stages (> or = 24 h) in Cu-oxLDL. When LDL was
oxidized in the presence of cells there was transfer of free oxysterols
from LDL to the cells. Negligible 7OOH, but significant amounts of 7OH,
accumulated in the cells suggesting efficient cellular reduction of 7OOH.
Lipid extracts from eight plaque samples obtained from patients undergoing
carotid endarterectomy were analyzed. Only trace amounts of 7OOH (<
0.02% of total cholesterol) could be detected using this normal-phase HPLC
method with UV detection or with a more sensitive reverse-phase method
utilizing chemiluminescence detection. 7K was the major 7-oxygenated sterol
detected, at least 20-fold in excess of that calculated for 7OOH, followed
by 7 beta OH and 7 alpha OH. The trace concentrations of 7OOH in plaque
indicate its lability in biological/cellular systems and may signify the
ability of cells in the artery wall to metabolize it further.
ARTICLES
7-Hydroperoxycholesterol and its products in oxidized low density lipoprotein and human atherosclerotic plaque
Cell Biology Unit, Heart Research Institute, Camperdown, N.S.W., Australia.
CiteULike 
Complore 
Connotea 
Del.icio.us 
Digg 
Reddit 
Technorati What's this?
This article has been cited by other articles:
|
|
 |
|
  M. R. Yudt and L. P. Freedman The Skinny on Fat: How Oxysterols May Regulate Functional Glucocorticoids in Adipose Tissue Endocrinology, December 1, 2008; 149(12): 5907 - 5908. [Full Text] [PDF]
|
|
|
|
|
|
M. Wamil, R. Andrew, K. E. Chapman, J. Street, N. M. Morton, and J. R. Seckl 7-Oxysterols Modulate Glucocorticoid Activity in Adipocytes through Competition for 11{beta}-Hydroxysteroid Dehydrogenase Type Endocrinology, December 1, 2008; 149(12): 5909 - 5918. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 E Matsuura and L. Lopez Autoimmune-mediated atherothrombosis Lupus, October 1, 2008; 17(10): 879 - 888. [Abstract] [PDF]
|
|
|
|
 |
|
 G. R. Romeo and A. Kazlauskas Oxysterol and Diabetes Activate STAT3 and Control Endothelial Expression of Profilin-1 via OSBP1 J. Biol. Chem., April 11, 2008; 283(15): 9595 - 9605. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 S. K. Singh, M. V. Suresh, D. C. Prayther, J. P. Moorman, A. E. Rusinol, and A. Agrawal C-Reactive Protein-Bound Enzymatically Modified Low-Density Lipoprotein Does Not Transform Macrophages into Foam Cells J. Immunol., March 15, 2008; 180(6): 4316 - 4322. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 Y. Wen and D. S. Leake Low Density Lipoprotein Undergoes Oxidation Within Lysosomes in Cells Circ. Res., May 11, 2007; 100(9): 1337 - 1343. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 N. E. Freeman, A. E. Rusinol, M. Linton, D. L. Hachey, S. Fazio, M. S. Sinensky, and D. Thewke Acyl-coenzyme A:cholesterol acyltransferase promotes oxidized LDL/oxysterol-induced apoptosis in macrophages J. Lipid Res., September 1, 2005; 46(9): 1933 - 1943. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 S. Kasperczyk, E. Birkner, A. Kasperczyk, and J. Kasperczyk Lipids, lipid peroxidation and 7-ketocholesterol in workers exposed to lead Human and Experimental Toxicology, June 1, 2005; 24(6): 287 - 295. [Abstract] [PDF]
|
|
|
|
 |
|
 A. J. O'Sullivan, Y. C. O'Callaghan, and N. M. O'Brien Differential Effects of Mixtures of Cholesterol Oxidation Products on Bovine Aortic Endothelial Cells and Human Monocytic U937 Cells International Journal of Toxicology, May 1, 2005; 24(3): 173 - 179. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 D. W. Seo, H.-S. Choi, S. P. Lee, and R. Kuver Oxysterols from human bile induce apoptosis of canine gallbladder epithelial cells in monolayer culture Am J Physiol Gastrointest Liver Physiol, December 1, 2004; 287(6): G1247 - G1256. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 R. Stocker and J. F. Keaney Jr. Role of Oxidative Modifications in Atherosclerosis Physiol Rev, October 1, 2004; 84(4): 1381 - 1478. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 I. Bjorkhem and U. Diczfalusy Oxysterols: Friends, Foes, or Just Fellow Passengers? Arterioscler. Thromb. Vasc. Biol., May 1, 2002; 22(5): 734 - 742. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 S. Agrawal, M. L. Agarwal, M. Chatterjee-Kishore, G. R. Stark, and G. M. Chisolm Stat1-Dependent, p53-Independent Expression of p21waf1 Modulates Oxysterol-Induced Apoptosis Mol. Cell. Biol., April 1, 2002; 22(7): 1981 - 1992. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 J. M. Upston, X. Niu, A. J. Brown, R. Mashima, H. Wang, R. Senthilmohan, A. J. Kettle, R. T. Dean, and R. Stocker Disease Stage-Dependent Accumulation of Lipid and Protein Oxidation Products in Human Atherosclerosis Am. J. Pathol., February 1, 2002; 160(2): 701 - 710. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
J. M. Hayden, L. Brachova, K. Higgins, L. Obermiller, A. Sevanian, S. Khandrika, and P. D. Reaven Induction of monocyte differentiation and foam cell formation in vitro by 7-ketocholesterol J. Lipid Res., January 1, 2002; 43(1): 26 - 35. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
K. Kobayashi, E. Matsuura, Q. Liu, J.-i. Furukawa, K. Kaihara, J. Inagaki, T. Atsumi, N. Sakairi, T. Yasuda, D. R. Voelker, et al. A specific ligand for {beta}2-glycoprotein I mediates autoantibody-dependent uptake of oxidized low density lipoprotein by macrophages J. Lipid Res., May 1, 2001; 42(5): 697 - 709. [Abstract] [Full Text]
|
|
|
|
|
|
S. R. Thomas, S. B. Leichtweis, K. Pettersson, K. D. Croft, T. A. Mori, A. J. Brown, and R. Stocker Dietary Cosupplementation With Vitamin E and Coenzyme Q10 Inhibits Atherosclerosis in Apolipoprotein E Gene Knockout Mice Arterioscler. Thromb. Vasc. Biol., April 1, 2001; 21(4): 585 - 593. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
P. G. Yancey and W. G. Jerome Lysosomal cholesterol derived from mildly oxidized low density lipoprotein is resistant to efflux J. Lipid Res., March 1, 2001; 42(3): 317 - 327. [Abstract] [Full Text]
|
|
|
|
|
|
I. Spyridopoulos, J. Wischhusen, B. Rabenstein, P. Mayer, D. I. Axel, K.-U. Frohlich, and K. R. Karsch Alcohol Enhances Oxysterol-Induced Apoptosis in Human Endothelial Cells by a Calcium-Dependent Mechanism Arterioscler. Thromb. Vasc. Biol., March 1, 2001; 21(3): 439 - 444. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 M. S. Penn, M.-Z. Cui, A. L. Winokur, J. Bethea, T. A. Hamilton, P. E. DiCorleto, and G. M. Chisolm Smooth muscle cell surface tissue factor pathway activation by oxidized low-density lipoprotein requires cellular lipid peroxidation Blood, November 1, 2000; 96(9): 3056 - 3063. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
A. E. Rusinol, L. Yang, D. Thewke, S. R. Panini, M. F. Kramer, and M. S. Sinensky Isolation of a Somatic Cell Mutant Resistant to the Induction of Apoptosis by Oxidized Low Density Lipoprotein J. Biol. Chem., March 15, 2000; 275(10): 7296 - 7303. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
G. J. Schroepfer Jr. Oxysterols: Modulators of Cholesterol Metabolism and Other Processes Physiol Rev, January 1, 2000; 80(1): 361 - 554. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. A. Lyons, S. Samman, L. Gatto, and A. J. Brown Rapid hepatic metabolism of 7-ketocholesterol in vivo: implications for dietary oxysterols J. Lipid Res., October 1, 1999; 40(10): 1846 - 1857. [Abstract] [Full Text]
|
|
|
|
|
|
I. C. Gelissen, K.-A. Rye, A. J. Brown, R. T. Dean, and W. Jessup Oxysterol efflux from macrophage foam cells: the essential role of acceptor phospholipid J. Lipid Res., September 1, 1999; 40(9): 1636 - 1646. [Abstract] [Full Text]
|
|
|
|
|
|
X. Niu, V. Zammit, J. M. Upston, R. T. Dean, and R. Stocker Coexistence of Oxidized Lipids and {alpha}-Tocopherol in All Lipoprotein Density Fractions Isolated From Advanced Human Atherosclerotic Plaques Arterioscler. Thromb. Vasc. Biol., July 1, 1999; 19(7): 1708 - 1718. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
S. Eligini, S. Colli, F. Basso, L. Sironi, and E. Tremoli Oxidized Low Density Lipoprotein Suppresses Expression of Inducible Cyclooxygenase in Human Macrophages Arterioscler. Thromb. Vasc. Biol., July 1, 1999; 19(7): 1719 - 1725. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
J. A. Hamilton, D. Myers, W. Jessup, F. Cochrane, R. Byrne, G. Whitty, and S. Moss Oxidized LDL Can Induce Macrophage Survival, DNA Synthesis, and Enhanced Proliferative Response to CSF-1 and GM-CSF Arterioscler. Thromb. Vasc. Biol., January 1, 1999; 19(1): 98 - 105. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
L. Kritharides, J. Upston, W. Jessup, and R. T. Dean Accumulation and metabolism of low density lipoprotein-derived cholesteryl linoleate hydroperoxide and hydroxide by macrophages J. Lipid Res., December 1, 1998; 39(12): 2394 - 2405. [Abstract] [Full Text]
|
|
|
|
 |
|
 G. Lizard, S. Gueldry, O. Sordet, S. Monier, A. Athias, C. Miguet, G. Bessede, S. Lemaire, E. Solary, and P. Gambert Glutathione is implied in the control of 7-ketocholesterol-induced apoptosis, which is associated with radical oxygen species production FASEB J, December 1, 1998; 12(15): 1651 - 1663. [Abstract] [Full Text]
|
|
|
|
|
|
A. W. Girotti Lipid hydroperoxide generation, turnover, and effector action in biological systems J. Lipid Res., August 1, 1998; 39(8): 1529 - 1542. [Abstract] [Full Text]
|
|
|
|
|
|
B. Karten, H. Boechzelt, P. M. Abuja, M. Mittelbach, K. Oettl, and W. Sattler Femtomole analysis of 9-oxononanoyl cholesterol by high performance liquid chromatography J. Lipid Res., July 1, 1998; 39(7): 1508 - 1519. [Abstract] [Full Text]
|
|
|
|
|
|
A. J. Brown, G. F. Watts, J. R. Burnett, R. T. Dean, and W. Jessup Sterol 27-Hydroxylase Acts on 7-Ketocholesterol in Human Atherosclerotic Lesions and Macrophages in Culture J. Biol. Chem., September 1, 2000; 275(36): 27627 - 27633. [Abstract] [Full Text] [PDF]
|
|
| HOME | HELP | FEEDBACK | SUBSCRIPTIONS | ARCHIVE | SEARCH | TABLE OF CONTENTS |
| All ASBMB Journals | Journal of Biological Chemistry |
| Molecular and Cellular Proteomics | ASBMB Today |