Oxidation of plasmalogens produces highly effective modulators of macrophage function

Zeitschrift fur Naturforschung - Section C Journal of Biosciences

Volumn 55, Issue 1-2, 2000, Pages 115-120

  Heinle, Helmut ^a   Gugeler, Nadja ^a   Felde, Roswitha ^b   Okech, Dagmar ^a   Spiteller, Gerhard ^b  

^a UNIVERSITY OF TÜBINGEN   (Germany)

^b UNIVERSITY OF BAYREUTH   (Germany)

Author keywords

Macrophages; Oxidative Burst; Plasmalogen; Plasmalogen Epoxide; Hydroxyaldehyde

Indexed keywords

ALPHA HYDROXYALDEHYDE; CELL SECRETION; CHEMILUMINESCENCE; CONCENTRATION RESPONSE; DEGRADATION; EPOXIDE; HYDROGEN PEROXIDE; MACROPHAGE; OXIDATION; PHAGOCYTOSIS; PLASMALOGEN; REACTIVE OXYGEN METABOLITE; ZYMOSAN;

EID: 0034056625     PISSN: 09395075     EISSN: None     Source Type: Journal    
DOI: 10.1515/znc-2000-1-221     Document Type: Article

References (37)

1. Brosche T. and Platt D. (1998), The biological significance of plasmalogens in defense against oxidative damage. Exp. Gerontol. 33, 363-369.
2. Bruchelt G. and Schmidt K. H. (1984), Comparative studies on the oxidative processes during phagocytosis measured by luminol-dependent chemiluminescence. J. Clin. Chem. Clin. Biochem. 22, 1-13.
3. Engelmann B., Bräutigam C. and Thiery J. (1994), Plasmalogen phospholipids as potential protectors against lipid peroxidation of low density lipoproteins. Biochem. Biophys. Res. Commun. 204, 1235-1242.
4. Felde R. and Spiteller G. (1995), Plasmalogen oxidation in human serum lipoproteins. Chem. Phys. Lipids 76, 259-267.
5. Groß R. W. (1984), High plasmalogen and arachidonic acid content of canine myocardial sarcolemma: A FAB-MS and GCMS characterization. Biochemistry 23, 158-165.
6. Hayakawa M., Sugiyama S., Takamua T., Yokoo T., Iwata M., Suzuki K., Taki F., Takahashi S. and Ozawa T. (1986), Neutrophils biosynthesize leukotoxin, 9,10-epoxy-12-octadecenoate. Biochem. Biophys. Res. Commun. 137, 423-430.
7. Heinle H. and El-Dessouki J. (1995), Luminol-enhanced chemiluminescence after reaction of hydroperoxides with opsonized zymosan. J. Biolumin. Chemilumin. 10, 71-76.
8. Heinle H., El-Dessouki J. and Linke S. (1992), Activation of macrophages: influence of extracellular calcium and of the calmodulin antagonist Fendilin. In: Heinle, H., Schulte, H., Schaefer, H. E. (eds.) Arteriosklerotische Gefäßerkrankungen, Braunschweig, Vieweg Verlag 395-401.
9. Hoerrmann W., Donis J., Sluga E., Stütz H. and Paltauf F. (1991), Serum plasmalogens in ischemic cerebrovascular disease. Vasa 20, 319-322.
10. Horrocks L. A. and Fu S. C. (1978), Pathways of hydrolysis of plasmalogens in the brain. Advanc. Exp. Med. Biol. 101, 397-406.
11. Horrocks L. A. and Sharma M. (1982), Phospholipids. In: Hawthorne J. N. and Ansell G. B. (eds.) Elsevier, Amsterdam, Biomedical Press, 51-93.
12. Jira W. and Spiteller G. (1996), Plasmalogens and their oxidative degradation products in low and high density lipoprotein. Chem. Phys. Lipids 79, 95-100.
13. Johansson A. and Dahlgren C. (1989), Characterization of the luminol-amplified light-generating reaction induced in human monocytes. J. Leukocyte Biol. 45, 444-451.
14. Kern W., Lutz A., Spiteller G. and Zeller W. J. (1992), 1-0-(2-Acetoxyhexadec-1-enyl/cholinjodid, ein neues Cytostatikum. Angew. Chem. 104, 54-55.
15. Khaselev M. and Murphy R. C. (1999), Susceptibility of plasmenyl glycerophosphoethanolamine lipids containing arachidonate to oxidative degradation. Free Radic. Biol. Med. 26, 275-284.
16. Knörr W. (1989), α Acyloxyplasmalogene - eine bisher unbekannte Lipidklasse. Dissertation. Faculty of Chemistry, Bayreuth.
17. Knörr W. and Spiteller G. (1990), A simple method for the analysis of glycerolenolethers derived from plasmalogens in complex lipid mixtures and subsequent determination of the aldehydic compounds by GC-MS. J. Chromat. 526, 303-318.
18. Lohner K., Balgavy P., Hermetter A., Paltauf F. and Laggner P. (1991), Stabilization of non-bilayer structures by the ether lipid ethanolamine plasmalogen. Biochim. Biophys. Acta 1061, 132-140.
19. Loidl-Stahlhofen A., Hannemann K., Felde R. and Spiteller G. (1995), Epoxidation of plasmalogens: source of long-chain α hydroxyladehydes in subcellular fraction of bovine liver. Biochem. J. 309, 807-812.
20. Lutz U. (1991), Untersuchungen an substituierten Plasmalogenen. Dissertation. Faculty of Chemistry, Bayreuth.
21. Mandel H., Shar R., Berant M., Wanders R. J., Vreeken P. and Aviram M. (1998), Plasmalogen phospholipids are involved in HDL-mediated cholesterol efflux: insights from investigations with plasmalogen-deficient cells. Biochem. Biophys. Res. Commun. 250, 369-373.
22. Meyer C. and Spiteller G. (1993), Enoletherepoxide und ihre Reaktionsprodukte mit Nucleophilen. Liebigs Ann. 17-23.
23. Miller B., Anderson C. and Piantadoosi C. (1964), Plasmalogen and glycerol ether concentrations in normal and arteriosclerotic aortic tissue. J. Gerontology 19, 430.
24. Okech D. (1999), Einfluß von Plasmalogen-Oxidations-produkten auf das Phagozytose-Verhalten humaner Granulozyten. Dissertation, Medical Faculty, University of Tübingen.
25. Ozawa T., Hagakawa M., Takamura T., Sugiyama S., Suzuki K., Iwata M., Taki F. and Tomita T. (1986), Biosynthesis of leukotoxin, 9,10-epoxy-12-octadecenoate by leukocytes in lung lavages of rats after exposure to hyperoxia. Biochem. Biophys. Res. Commun. 134, 1071-1078.
26. Reiss D., Beyer K. and Engelmann B. (1997), Delayed oxidative degradation of polyunsaturated diacyl phospholipids in the presence of plasmalogen phospholipids in vitro. Biochem. J. 323, 807-814.
27. Smith E. B. and Ashall Ch. (1983), Low density lipoprotein concentration in interstitial fluid from human atherosclerotic lesion. Biochim. Biophys. Acta 754, 249-257.
28. Steinberg D., Parthasarathy S., Carew T. E., Khoo J. C. and Witztum J. L. (1989), Beyond cholesterol: Modifications of low density lipoprotein that increases its atherogenicity. N. Engl. J. Med. 320, 915-924.
29. Stenvinkel P., Holmberg I., Heimburger O. and Diczfalusy U. (1998), A study of plasmalogen as an index of oxidative stress in patients with chronic renal failure. Evidence of increased oxidative stress in malnourished patients. Nephrol. Dial. Transplant. 13, 2594-2600.
30. Vilim V. and Wilhelm J. (1989), What do we measure by luminol-dependent chemiluminescense of phagocytes? Free Radical. Biol. & Med. 6, 623-629.
31. Weisser M., Vieth M., Stolte M., Riederer P., Pfeuffer R., Leblhuber F. and Spiteller G. (1997), Dramatic increase of alpha-hydroxyaldehydes derived from plasmalogens in the aged human brain. Chem. Phys. Lipids. 90, 135-142.
32. Williams S. D. and Ford D. A. (1997), Activation of myocardial cAMP-dependent protein kinase by lysoplasmenylcholine. FEBS Lett. 22, 33-38.
33. Witztum J. L. (1994), The oxidation hypothesis of atherosclerosis. The Lancet 344, 793-798.
34. Yang H. C., Farogui A. A. and Horrocks L. A. (1996), Plasmalogen-selective phospholipase A2 and its role in signal transduction. J. Lipid. Mediat. Cell. Signal. 14, 9-13.
35. Zoeller R. A., Lake A. C., Nagan N., Gaposchkin D. P., Legner M. A. and Lieberthal W. (1999), Plasmalogens as endogenous antioxidants: somatic cell mutants reveal the importance of the vinyl ether. Biochem. J. 338, 769-776.
36. Zoeller R. A., Morand O. H. and Raetz C. R. H. (1988), A possible role for plasmalogens in protecting animal cells against photosensitized killing. J. Biol. Chem. 263, 11590-11595.
37. Zommara M., Tachibana N., Mitsui K., Nakatani N., Sakono U., Ikeda I. and Imaizumi K. (1995), Inhibitory effect of ethanolamine plasmalogen on iron- and copper-dependent lipid peroxidation. Free Radical Biol. & Med. 18, 599-602.