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Liquid chromatography-tandem mass spectrometry determination of human plasma 1-palmitoyl-2-hydroperoxyoctadecadienoyl-phosphatidylcholine isomers via promotion of sodium adduct formation

Kato, Shunji ; Nakagawa, Kiyotaka ; Suzuki, Yuuri ; Asai, Akira ; Nagao, Mototsugu LU ; Nagashima, Kazuyuki ; Oikawa, Shinichi and Miyazawa, Teruo (2015) In Analytical Biochemistry 471. p.51-60
Abstract

Accumulation of phosphatidylcholine hydroperoxide (PCOOH), a primary oxidation product of phosphatidylcholine, in blood plasma has been observed in various pathological conditions, including atherosclerosis. In this study, we investigated the use of liquid chromatography-tandem mass spectrometry (LC-MS/MS) to develop a method for accurate quantification of PCOOH (1-palmitoyl-2-hydroperoxyoctadecadienoyl-sn-glycero-3-phosphocholine, 16:0/HpODE PC), focusing on isomers such as 16:0/13-HpODE PC and 16:0/9-HpODE PC. Sodiated PCOOH ([M+Na]+, m/z 812) provided not only a known product ion (m/z 147) but also characteristic product ions (m/z 541 for 16:0/13-HpODE PC and m/z 388 for 16:0/9-HpODE PC). Thus, three multiple reaction... (More)

Accumulation of phosphatidylcholine hydroperoxide (PCOOH), a primary oxidation product of phosphatidylcholine, in blood plasma has been observed in various pathological conditions, including atherosclerosis. In this study, we investigated the use of liquid chromatography-tandem mass spectrometry (LC-MS/MS) to develop a method for accurate quantification of PCOOH (1-palmitoyl-2-hydroperoxyoctadecadienoyl-sn-glycero-3-phosphocholine, 16:0/HpODE PC), focusing on isomers such as 16:0/13-HpODE PC and 16:0/9-HpODE PC. Sodiated PCOOH ([M+Na]+, m/z 812) provided not only a known product ion (m/z 147) but also characteristic product ions (m/z 541 for 16:0/13-HpODE PC and m/z 388 for 16:0/9-HpODE PC). Thus, three multiple reaction monitorings (MRMs) could be performed. MRM (812/147) enabled determination of 16:0/HpODE PC, and MRM (812/541) and MRM (812/388) allowed specific measurement of 16:0/13-HpODE PC and 16:0/9-HpODE PC, respectively. By using this method, we could determine plasma PCOOH concentrations in healthy subjects and patients with angiographically significant stenosis. In healthy subject and patient plasma, the concentration of 16:0/HpODE PC was close to the sum of the concentrations of 16:0/13-HpODE PC and 16:0/9-HpODE PC. This finding shows that radical and/or enzymatic oxidation, rather than singlet oxygen oxidation, is recognized to cause peroxidation of PC. The newly developed LC-MS/MS method appears to be a powerful tool for developing a better understanding of in vivo lipid peroxidation and its involvement in human diseases.

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author
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publishing date
type
Contribution to journal
publication status
published
keywords
Atherosclerosis, Human blood plasma, Hydroperoxide positional isomer, Phosphatidylcholine hydroperoxide, Stenosis, Tandem mass spectrometry
in
Analytical Biochemistry
volume
471
pages
51 - 60
publisher
Elsevier
external identifiers
  • scopus:84920268167
ISSN
0003-2697
DOI
10.1016/j.ab.2014.10.017
language
English
LU publication?
no
id
0e3d62c7-3678-4efd-b5ee-3a18851f9561
date added to LUP
2017-08-23 20:00:09
date last changed
2022-04-25 02:05:30
@article{0e3d62c7-3678-4efd-b5ee-3a18851f9561,
  abstract     = {{<p>Accumulation of phosphatidylcholine hydroperoxide (PCOOH), a primary oxidation product of phosphatidylcholine, in blood plasma has been observed in various pathological conditions, including atherosclerosis. In this study, we investigated the use of liquid chromatography-tandem mass spectrometry (LC-MS/MS) to develop a method for accurate quantification of PCOOH (1-palmitoyl-2-hydroperoxyoctadecadienoyl-sn-glycero-3-phosphocholine, 16:0/HpODE PC), focusing on isomers such as 16:0/13-HpODE PC and 16:0/9-HpODE PC. Sodiated PCOOH ([M+Na]<sup>+</sup>, m/z 812) provided not only a known product ion (m/z 147) but also characteristic product ions (m/z 541 for 16:0/13-HpODE PC and m/z 388 for 16:0/9-HpODE PC). Thus, three multiple reaction monitorings (MRMs) could be performed. MRM (812/147) enabled determination of 16:0/HpODE PC, and MRM (812/541) and MRM (812/388) allowed specific measurement of 16:0/13-HpODE PC and 16:0/9-HpODE PC, respectively. By using this method, we could determine plasma PCOOH concentrations in healthy subjects and patients with angiographically significant stenosis. In healthy subject and patient plasma, the concentration of 16:0/HpODE PC was close to the sum of the concentrations of 16:0/13-HpODE PC and 16:0/9-HpODE PC. This finding shows that radical and/or enzymatic oxidation, rather than singlet oxygen oxidation, is recognized to cause peroxidation of PC. The newly developed LC-MS/MS method appears to be a powerful tool for developing a better understanding of in vivo lipid peroxidation and its involvement in human diseases.</p>}},
  author       = {{Kato, Shunji and Nakagawa, Kiyotaka and Suzuki, Yuuri and Asai, Akira and Nagao, Mototsugu and Nagashima, Kazuyuki and Oikawa, Shinichi and Miyazawa, Teruo}},
  issn         = {{0003-2697}},
  keywords     = {{Atherosclerosis; Human blood plasma; Hydroperoxide positional isomer; Phosphatidylcholine hydroperoxide; Stenosis; Tandem mass spectrometry}},
  language     = {{eng}},
  month        = {{02}},
  pages        = {{51--60}},
  publisher    = {{Elsevier}},
  series       = {{Analytical Biochemistry}},
  title        = {{Liquid chromatography-tandem mass spectrometry determination of human plasma 1-palmitoyl-2-hydroperoxyoctadecadienoyl-phosphatidylcholine isomers via promotion of sodium adduct formation}},
  url          = {{http://dx.doi.org/10.1016/j.ab.2014.10.017}},
  doi          = {{10.1016/j.ab.2014.10.017}},
  volume       = {{471}},
  year         = {{2015}},
}