Cited by 128Atherosclerosis and Cardiovascular DiseasesAntioxidant Activity and Oxidative StressCholesterol and Lipid Metabolism

Oxidized Phosphatidylcholines That Modify Proteins

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Itabe, Hiroyuki, Yamamoto, Hisashi, Suzuki, Minoru, Kawai, Yuka, Nakagawa, Yasuhito, Suzuki, Akemi, Imanaka, Tsuneo, Takano, Tatsuya·1996·Journal of Biological Chemistry

Abstract

Oxidatively modified low density lipoprotein (OxLDL) is known to be involved in atherogenesis. We have previously developed a murine monoclonal antibody, FOH1a/DLH3, which recognized oxidatively modified lipoproteins as well as foam cells in human atherosclerotic lesions (Itabe, H., Takeshima, E., Iwasaki, H., Kimura, J., Yoshida, Y., Imanaka, T., and Takano, T. (1994) J. Biol. Chem. 269, 15274-15279). The antigen of this monoclonal antibody was formed by peroxidation of phosphatidylcholine (PC), and the antigenic oxidized PC (OxPC) derivatives are thought to form complexes with polypeptides including apolipoproteins. OxLDL was measured by a sensitive sandwich enzyme-linked immunosorbent assay using the monoclonal antibody and anti-human apolipoprotein B antibody, in which antigenic OxPC competed with OxLDL. When antigenic activities of PC analogs were tested by the competition assay, 1-palmitoyl-2-(9-oxononanoyl) PC (9-CHO PC) and the hydroperoxide of egg PC potently inhibited the detection of OxLDL. 1-Palmitoyl-2-linoleoyl PC was oxidized with ferrous ion and ascorbic acid, and the antigenic products were purified from the OxPC extracts on high pressure liquid chromatography columns and subsequently analyzed by laser desorption mass spectrometry. Molecular weight determination and retention times of high pressure liquid chromatography suggest that one of these products was 9-CHO PC. Other products are thought to be 8-carbon aldehyde, dihydroxy, and ketohydroxy derivatives of PC. When a C-terminal 16-mer synthetic peptide of the 70-kDa peroxisomal membrane protein was simply incubated with 9-CHO PC, it was found to be reactive in a sandwich enzyme-linked immunosorbent assay using FOH1a/DLH3 and an anti-peptide antiserum. These results suggest that the anti-OxLDL monoclonal antibody FOH1a/DLH3 reacts with several oxidized products of PC including aldehyde derivatives of PC, which covalently modify polypeptides.

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  1. Gupta, C. M., Radhakrishnan, R., and Khorana, H. G. (1977) Proc. Natl. Acad. Sci. U. S. A. 74, 4315-4319
  2. Rice-Evans, C. A., Diplock, A. T., and Symons, M. C. R. (1991) in Techniques in Free Radical Research: Laboratory Techniques in Biochemistry and Mo- lecular Biology (Burdon, R. H., and van Knippenberg, P. M., eds) pp. 207-235, Elsevier, Amsterdam

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Authors
Itabe, H., Yamamoto, H., Suzuki, M., Kawai, Y., Nakagawa, Y., Suzuki, A., Imanaka, T., & Takano, T.
Affiliations
  • Teikyo University (JP)
  • Tokyo Metropolitan Institute of Medical Science (JP)
  • Kitasato University (JP)
Corresponding author
Itabe, Hiroyuki
Venue
Journal of Biological Chemistry
Publisher
Elsevier BV
Published
1996-12
Volume
271
Issue
52
Pages
33208-33217
ISSN
0021-9258 (ISSN-L)
OpenAlex
W1994240931
Cited by
128
References
44
Citations by year
2024: 1 · 2023: 2 · 2022: 2 · 2020: 4 · 2018: 3 · 2017: 4 · 2016: 4 · 2015: 2 · 2014: 7 · 2013: 2 · 2012: 1
FWCI
1.93
Type
journal article
Language
en
Open access
Locations
  • Journal of Biological Chemistry (publishedVersion, cc-by)
  • PubMed (publishedVersion)
Funders
  • Kanazawa University
  • Japan Society for the Promotion of Science (06454602)
Topics
  • Life Sciences › Immunology and Microbiology › Immunology › Atherosclerosis and Cardiovascular Diseases
  • Health Sciences › Medicine › Biochemistry › Antioxidant Activity and Oxidative Stress
  • Health Sciences › Medicine › Surgery › Cholesterol and Lipid Metabolism
Keywords
oxidized phosphatidylcholine, oxidized LDL, atherosclerosis, peroxidation, aldehyde derivatives, protein modification, apolipoprotein B, peroxisomal membrane proteins, foam cells, lipoprotein oxidation
MeSH terms
Animals, Antibodies, Monoclonal, Chromatography, High Pressure Liquid, Cricetinae, Humans, Lipoproteins, LDL, Molecular Weight, Magnetic Resonance Spectroscopy, Oxidation-Reduction, Phosphatidylcholines, Proteins, CHO Cells

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