Structural characterization of oxidized phospholipid products derived from arachidonate-containing plasmenyl glycerophosphocholine

Journal of Lipid Research

Volumn 41, Issue 4, 2000, Pages 564-572

  Khaselev, Nona ^a   Murphy, Robert C ^a  

^a NATIONAL JEWISH MEDICAL AND RESEARCH CENTER   (United States)

Author keywords

AAPH oxidation; Antioxidant plasmalogens; Arachidonate oxidation; Arachidonate plasmalogens; Electrospray mass spectrometry; LC MS; Lipid peroxidation; Plasmenyl phospholipids

Indexed keywords

ARACHIDONIC ACID; FREE RADICAL; GLYCEROPHOSPHORYLCHOLINE; PHOSPHOLIPID; PLASMALOGEN;

ANTIOXIDANT ACTIVITY; ARACHIDONIC ACID METABOLISM; ARTICLE; LIPID BILAYER; LIPID OXIDATION; LIPID PEROXIDATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; OXIDATIVE STRESS; PHOSPHOLIPID MEMBRANE; PRIORITY JOURNAL;

AMIDINES; ARACHIDONIC ACIDS; FREE RADICALS; GLYCERYLPHOSPHORYLCHOLINE; LIPID PEROXIDATION; MASS SPECTROMETRY; PHOSPHOLIPID ETHERS; PLASMALOGENS;

EID: 0034004495     PISSN: 00222275     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (21)

1. Paltauf, F. 1994. Ether lipids in biomembranes. Chem. Phys. Lipids. 74: 101-139.
2. Rapport, M. M., and N. Alonzo. 1955. Identification of phosphatidal choline as the major constituent of beef heart lecithin. J. Biol. Chem. 217: 199-204.
3. Sindelar, P. J., Z. Guan, G. Dallner, and L. Ernster. 1999. The protective role of plasmalogens in iron-induced lipid peroxidation. Free Radical Biol. Med. 26: 318-324.
4. Lee, T. C. 1998. Biosynthesis and possible biological functions of plasmalogens. Biochim. Biophys. Acta. 1394: 129-145.
5. Engelmann, B., C. Brautigam, and J. Thiery. 1994. Plasmalogen phospholipids as potential protectors against lipid peroxidation of low density lipoproteins. Biochem. Biophys. Res. Commun. 204: 1235-1242.
6. Morand, O. H., R. A. Zoeller, and C. R. H. Raetz. 1988. Disappearance of plasmalogens from membranes of animal cells subjected to photosensitized oxidation. J. Biol. Chem. 263: 11597-11606.
7. Zoeller, R. A., O. H. Morand, and C. R. Raetz. 1988. A possible role for plasmalogens in protecting animal cells against photosensitized killing. J. Biol. Chem. 263: 11590-11596.
8. Khaselev, N., and R. C. Murphy. 1999. Susceptibility of plasmenyl glycerophosphoethanolamine lipids containing arachidonate to oxidative degradation. Free Radical Biol. Med. 26: 275-284.
9. van den Bosch, H., G. Schrakamp, D. Hardeman, A. W. Zomer, R. J. Wanders, and R. B. Schutgens. 1993. Ether lipid synthesis and its deficiency in peroxisomal disorders. Biochimie. 75: 183-189.
10. Chilton, F. H., and R. C. Murphy. 1986. Remodeling of arachidonate-containing phosphoglycerides within the human neutrophil. J. Biol. Chem. 261: 7771-7777.
11. Gross, R. W. 1984. High plasmalogen and arachidonic acid content of canine myocardial sarcolemma: a fast atom bombardment mass spectrostopic and gas chromatography-mass spectroscopic characterization. Biochemistry. 23: 158-165.
12. Bligh, E. G., and W. J. Dyer. 1959. A rapid method of total lipid extraction and purification. Can. J. Biochem. Physiol. 37: 911-917.
13. Murphy, R. C., 1993. Handbook of Lipid Research: Mass Spectrometry of Lipids. Plenum Press, New York.
14. Harrison, K. A., and R. C. Murphy. 1995. Negative electrospray ionization of glycerophosphocholine lipids: formation of [M-15] ions occurs via collisional decomposition of adduct anions. J. Mass Spectrom. 30: 1772-1773.
15. Nakamura, T., P. M. Henson, and R. C. Murphy. 1998. Occurrence of oxidized metabolites of arachidonic acid esterified to phospholipids in murine lung tissue. Anal. Biochem. 262: 23-32.
16. Huang, Z-H., D. A. Gage, and C. C. Sweeley. 1992. Characterization of diacylglycerylphosphocholine molecular species by FAB-CAD-MS/MS A general method not sensitive to the nature of the fatty acyl groups. J. Am. Soc. Mass Spectrom. 3: 71-78.
17. MacMillan, D. K., and R. C. Murphy. 1995. Analysis of lipid hydroperoxides and long-chain conjugated keto acids by negative ion electrospray mass spectrometry. J. Am. Soc. Mass Spectrom. 6: 1190-1201.
18. Kornblum, N., and H. E. DeLaMarc. 1951. The base catalyzed decomposition of a di-alkyl peroxide. J. Am. Chem. Soc. 73: 880-881.
19. Loidl-Stahlhofen, A., K. Hannemann, R. Felde, and G. Spiteller. 1995. Epoxidation of plasmalogens: source for long-chain alpha-hydroxyaldehydes in subcellular fractions of bovine liver. Biochem. J. 309: 807-812.
20. Hock, H., and H. Kropf. 1957. Autoxydation von Kohlenwasserstoffen und die Cumol-phenol-synthese. Angew. Chem. 69: 313.
21. Smith, W. L., P. Borgeat, M. Hamberg, L. J. I. Roberts, A. L. Willis, S. Yamamoto, P. W. Ramwell, J. Rokach, B. Samuelsson, E. J. Corey, and C. R. Pace-Asciak. 1990. Nomenclature. Methods Enzymol. 187: 1-9.