Structural Identification by Mass Spectrometry of Oxidized Phospholipids in Minimally Oxidized Low Density Lipoprotein That Induce Monocyte/Endothelial Interactions and Evidence for Their Presence in Vivo *

@article{Watson1997StructuralIB,
  title={Structural Identification by Mass Spectrometry of Oxidized Phospholipids in Minimally Oxidized Low Density Lipoprotein That Induce Monocyte/Endothelial Interactions and Evidence for Their Presence in Vivo *},
  author={A. Watson and N. Leitinger and M. Navab and K. Faull and S. H{\"o}rkk{\"o} and J. Witztum and W. Palinski and D. Schwenke and R. G. Salomon and W. Sha and G. Subbanagounder and A. Fogelman and J. Berliner},
  journal={The Journal of Biological Chemistry},
  year={1997},
  volume={272},
  pages={13597 - 13607}
}
Entry of monocytes into the vessel wall is an important event in atherogenesis. Previous studies from our laboratory suggest that oxidized arachidonic acid-containing phospholipids present in mildly oxidized low density lipoproteins (MM-LDL) can activate endothelial cells to bind monocytes. In this study, biologically active oxidized arachidonic acid-containing phospholipids were produced by autoxidation of 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine (Ox-PAPC) and analyzed by liquid… Expand
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References

SHOWING 1-10 OF 64 REFERENCES
Effect of platelet activating factor-acetylhydrolase on the formation and action of minimally oxidized low density lipoprotein.
TLDR
It is suggested that PAF-AH in HDL protects against the production and activity of MM-LDL by facilitating hydrolysis of active oxidized phospholipid species to lysolipids, thereby destroying the biologically active lipids in MM- LDL. Expand
Protective effect of high density lipoprotein associated paraoxonase. Inhibition of the biological activity of minimally oxidized low density lipoprotein.
TLDR
The results suggest that PON in HDL may protect against the induction of inflammatory responses in artery wall cells by destroying biologically active lipids in mildly oxidized LDL. Expand
Macrophage Oxidation of Low Density Lipoprotein Generates a Modified Form Recognized by the Scavenger Receptor
TLDR
The degradation of 125l-labeled macrophage-modified LDL by macrophages was competitively inhibited by unlabeled acetyl LDL or unlabeling endothelial cell-modified HDL but not by native LDL, indicating that the degradation was mediated by the acetyl HDL receptor. Expand
Oxidatively modified LDL contains phospholipids with platelet-activating factor-like activity and stimulates the growth of smooth muscle cells.
TLDR
Phospholipids generated during oxidative modification of LDL may participate in atherosclerosis by stimulating SMC proliferation and leukocyte activation. Expand
Lipid ester-bound aldehydes among copper-catalyzed peroxidation products of human plasma lipoproteins.
TLDR
It is concluded that peroxidation of LDL and HDL results in formation of detectable amounts of cholesteryl and glycerophospholipid esters containing aldehyde functions. Expand
Platelet-aggregating effects of platelet-activating factor-like phospholipids formed by oxidation of phosphatidylcholines containing an sn-2-polyunsaturated fatty acyl group.
TLDR
Quantitative measurements by GC-MS of PAF-like phospholipids formed by lipid peroxidation and the activities of synthetic PAF, suggested that the Activities of most oxidized PCs containing PUFA were ascribable to those of PCs with an sn-2-short-chain monocarboxylate group, and these possibilities were confirmed by experiments on the platelet-aggregating activities of Synthetic PAf-like compounds. Expand
Conformational changes in oxidized phospholipids and their preferential hydrolysis by phospholipase A2: a monolayer study.
TLDR
It is proposed that the altered molecular conformation of oxidized phospholipids facilitates access to the sn-2 ester bond, thereby ensuring their preferential hydrolysis in the presence of a phospholIPase A2. Expand
Superoxide anion participation in human monocyte-mediated oxidation of low-density lipoprotein and conversion of low-density lipoprotein to a cytotoxin.
TLDR
It is concluded that monocyte-mediated oxidation of LDL, leading to its transformation into a cytotoxin, requires release of O2- occurring as a result of activation but not necessarily during the respiratory burst, and also requires O2(-)-independent free radical propagation. Expand
Lipoxygenase-mediated transformation of human low density lipoprotein to an oxidized and cytotoxic complex.
TLDR
Purified lipoxygenase can mediate LDL modification and superoxide anion inhibits this reaction, and H2O2 is essential for SLO-mediated LDL oxidation and conversion of LDL to a cytotoxin. Expand
Oxidatively fragmented phosphatidylcholines activate human neutrophils through the receptor for platelet-activating factor.
TLDR
It is concluded that diacylphosphatidylcholines containing an sn-2 polyunsaturated fatty acyl residue can be oxidatively fragmented to species with sn-1 residues short enough to activate the PAF receptor of neutrophils, suggesting a new mechanism for the appearance of biologically active phospholipids. Expand
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