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Identification of Lysophosphatidylcholine–Chlorohydrin in Human Atherosclerotic Lesions

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Lipids

Abstract

Lysophosphatidylcholine (LysoPtdCho) levels are elevated in sera in patients with atherosclerosis and in atherosclerotic tissue. Previous studies have shown that reactive chlorinating species attack plasmalogens in human coronary artery endothelial cells (HCAEC), forming lysoPtdCho and lysoPtdCho–chlorohydrin (lysoPtdCho–ClOH). The results herein demonstrate for the first time that lysoPtdCho–ClOH is elevated over 60-fold in human atherosclerotic lesions. In cultured HCAEC, 18:0 lysoPtdCho–ClOH led to a statistically significant increase in P-selectin cell-surface expression, but unlike 18:1 lysoPtdCho did not lead to cyclooxygenase-2 protein expression. These data show that 18:0 lysoPtdCho–ClOH is elevated in atherosclerotic tissue and may have unique pro-atherogenic properties compared to lysoPtdCho.

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Fig. 1
Fig. 2
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Fig. 4
Scheme 1

Abbreviations

RCS:

Reactive chlorinating species

LysoPtdCho:

Lysophosphatidylcholine

ClOH:

Chlorohydrin

lysoPtdCho–ClOH:

Lysophosphatidylcholine–chlorohydrin

PtdCho–ClOH:

Phosphatidylcholine–chlorohydrin

FFA–ClOH:

Free fatty acid chlorohydrin

HCAEC:

Human coronary artery endothelial cells

MPO:

Myeloperoxidase

GC–MS:

Gas chromatography–mass spectrometry

ESI–MS:

Electrospray ionization–mass spectrometry

HOCl:

Hypochlorous acid

LDL:

Low-density lipoprotein

2-ClHDA:

2-chlorohexadecanal

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Authors and Affiliations

  1. Department of Biochemistry and Molecular Biology, St Louis University School of Medicine, 1402 South Grand Boulevard, St Louis, MO, 63104, USA

    M. C. Messner, C. J. Albert, J. McHowat & D. A. Ford

  2. Department of Pathology, St Louis University School of Medicine, 1402 South Grand Boulevard, St Louis, MO, 63104, USA

    J. McHowat

Authors
  1. M. C. Messner
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  2. C. J. Albert
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  3. J. McHowat
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  4. D. A. Ford
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Correspondence to D. A. Ford.

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Messner, M.C., Albert, C.J., McHowat, J. et al. Identification of Lysophosphatidylcholine–Chlorohydrin in Human Atherosclerotic Lesions. Lipids 43, 243–249 (2008). https://doi.org/10.1007/s11745-008-3151-z

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  • DOI: https://doi.org/10.1007/s11745-008-3151-z

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