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Quantitative determination of phosphatidylcholine hydroperoxides during copper oxidation of LDL and HDL by liquid chromatography/mass spectrometry

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Abstract

1-Palmitoyl-2-linoleoylphosphatidylcholine monohydroperoxide (PC 16:0/18:2-OOH) and 1-stearoyl-2-linoleoylphosphatidylcholine monohydroperoxide (PC 18:0/18:2-OOH) were measured by liquid chromatography/mass spectrometry (LC/MS) using nonendogenous 1-palmitoyl-2-heptadecenoylphosphatidylcholine monohydroperoxide as an internal standard. The calibration curves for synthetic PC 16:0/18:2-OOH and PC 18:0/18:2-OOH, which were obtained by direct injection of the internal standard into the LC/MS system, were linear throughout the calibration range (0.8–12.8 pmol). Within-day and between-day coefficients of variation were less than 10%, and the recoveries were between 86% and 105%. The limit of detection (LOD) and the limit of quantification (LOQ) were determined using synthetic standards. The LOD (signal-to-noise ratio 3:1) was 0.01 pmol, and the LOQ (signal-to-noise ratio 6:1) was 0.08 pmol for both PC 16:0/18:2-OOH and PC 18:0/18:2-OOH. With use of this method, the concentrations of PC 16:0/18:2-OOH and PC 18:0/18:2-OOH in the lipoprotein fractions during copper-mediated oxidation were determined. We prepared oxLDL and oxHDL by incubating native LDL and native HDL from human plasma (n = 10) with CuSO4 for up to 4 h. The time course of the PC 16:0/18:2-OOH and PC 18:0/18:2-OOH levels during oxidation consisted of three phases. For oxidized LDL, both compounds exhibited a slow lag phase and a subsequent rapidly increasing propagation phase, followed by a gradually decreasing degradation phase. In contrast, for oxidized HDL, both compounds initially exhibited a prompt propagation phase with a subsequent plateau phase, followed by a rapid degradation phase. The analytical LC/MS method for phosphatidylcholine hydroperoxides might be useful for the analysis of biological samples.

Quantitative determination of phosphatidylcholine hydroperoxides during copper-oxidation of LDL and HDL by liquid chromatography/mass spectrometry

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Abbreviations

CE-OOH:

cholesterylester hydroperoxide

CoQ10:

ubiquinol-10

HDL:

high-density lipoprotein

HPLC:

high-performance liquid chromatography

LC:

liquid chromatography

LDL:

low-density lipoprotein

L-OOH:

lipid hydroperoxide

MS:

mass spectrometry

nHDL:

native high-density lipoprotein

nLDL:

native low-density lipoprotein

PBS:

phosphate-buffered saline

PC:

phosphatidylcholine

PC-OOH:

phosphatidylcholine hydroperoxide

PC 16:0/18:2-OOH:

1-palmitoyl-2-linoleoylphosphatidylcholine monohydroperoxide

PC 16:0/17:1-OOH:

1-palmitoyl-2-heptadecenoylphosphatidylcholine monohydroperoxide

PC 18:0/18:2-OOH:

1-stearoyl-2-linoleoylphosphatidylcholine monohydroperoxide

oxHDL:

oxidized high-density lipoprotein

oxLDL:

oxidized low-density lipoprotein

ROS:

reactive oxygen species

SRM:

selected reaction monitoring

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Acknowledgements

This study was supported in part by Sapporo Biocluster “Bio-S,” The Regional Innovation Cluster Program, The Ministry of Education, Culture, Sports, Science and Technology, Japan, and by a Grant-in-Aid from the Japan Society for the Promotion of Science.

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Authors and Affiliations

  1. Faculty of Health Sciences, Hokkaido University, Kita-12, Nishi-5, Kita-ku, Sapporo, 060-0812, Japan

    Shu-** Hui, Yudai Taguchi, Seiji Takeda, Futaba Ohkawa, Toshihiro Sakurai, Shinobu Yamaki, Shigeki **, Hirotoshi Fuda & Hitoshi Chiba

  2. Research Fellow of the Japan Society for the Promotion of Science, Tokyo, 102-8472, Japan

    Toshihiro Sakurai

  3. Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido, 061-0293, Japan

    Takao Kurosawa

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  1. Shu-** Hui
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  2. Yudai Taguchi
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Correspondence to Hitoshi Chiba.

Additional information

Published in the special paper collection Biomedical Mass Spectrometry with guest editors Toyofumi Nakanishi and Mitsutoshi Setou.

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Hui, SP., Taguchi, Y., Takeda, S. et al. Quantitative determination of phosphatidylcholine hydroperoxides during copper oxidation of LDL and HDL by liquid chromatography/mass spectrometry. Anal Bioanal Chem 403, 1831–1840 (2012). https://doi.org/10.1007/s00216-012-5833-x

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  • DOI: https://doi.org/10.1007/s00216-012-5833-x

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