메뉴 건너뛰기




Volumn 7, Issue 1-2, 2005, Pages 157-169

Free radical oxidation of plasmalogen glycerophosphocholine containing esterified docosahexaenoic acid: Structure determination by mass spectrometry

Author keywords

[No Author keywords available]

Indexed keywords

1 FORMYL 2 DOCOSAHEXAENOYLGLYCEROPHOSPHORYLCHOLINE; 1 LYSO 2 DOCOSAHEXAENOYLGLYCEROPHOSPHORYLCHOLINE; 1 O HEXADEC 1 ENYL 2 DOCOSAHEXAENOYLGLYCERO 3 PHOSPHOCHOLINE; 2,2' AZOBIS(2 AMIDINOPROPANE); ALDEHYDE; DOCOSAHEXAENOIC ACID; FREE RADICAL; GLYCEROPHOSPHORYLCHOLINE; LIPOSOME; PHOSPHOLIPID; PLASMALOGEN; POLYUNSATURATED FATTY ACID; UNCLASSIFIED DRUG;

EID: 13244250964     PISSN: 15230864     EISSN: None     Source Type: Journal    
DOI: 10.1089/ars.2005.7.157     Document Type: Review
Times cited : (31)

References (33)
  • 1
    • 0036281171 scopus 로고    scopus 로고
    • Oxidative stress and experimental carcinogenesis
    • Athar M. Oxidative stress and experimental carcinogenesis. Indian J Exp Biol 40: 656-667, 2002.
    • (2002) Indian J Exp Biol , vol.40 , pp. 656-667
    • Athar, M.1
  • 2
    • 0029883764 scopus 로고    scopus 로고
    • The role of oxidized lipoproteins in atherogenesis
    • Berliner JA and Heinecke JW. The role of oxidized lipoproteins in atherogenesis. Free Radic Biol Med 20: 707-727, 1996.
    • (1996) Free Radic Biol Med , vol.20 , pp. 707-727
    • Berliner, J.A.1    Heinecke, J.W.2
  • 3
    • 33845261493 scopus 로고
    • A rapid method of total lipid extraction and purification
    • Bligh EG and Dyer WJ. A rapid method of total lipid extraction and purification. Can J Biochem Physiol 37: 911-917, 1959.
    • (1959) Can J Biochem Physiol , vol.37 , pp. 911-917
    • Bligh, E.G.1    Dyer, W.J.2
  • 4
    • 0025814980 scopus 로고
    • Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes
    • Esterbauer H, Schaur RJ, and Zollner H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes. Free Radic Biol Med 11: 81-128, 1991.
    • (1991) Free Radic Biol Med , vol.11 , pp. 81-128
    • Esterbauer, H.1    Schaur, R.J.2    Zollner, H.3
  • 5
    • 33845559996 scopus 로고
    • The reaction of singlet oxygen with olefins: The question of mechanism
    • Frimer AA. The reaction of singlet oxygen with olefins: the question of mechanism. Chem Rev 79: 359-387, 1979.
    • (1979) Chem Rev , vol.79 , pp. 359-387
    • Frimer, A.A.1
  • 6
    • 0029119267 scopus 로고
    • Structural identification of valine hydroperoxides and hydroxides on radical-damaged amino acid, peptide, and protein molecules
    • Fu S, Hick LA, Sheil MM, and Dean RT. Structural identification of valine hydroperoxides and hydroxides on radical-damaged amino acid, peptide, and protein molecules. Free Radic Biol Med 19: 281-292, 1995.
    • (1995) Free Radic Biol Med , vol.19 , pp. 281-292
    • Fu, S.1    Hick, L.A.2    Sheil, M.M.3    Dean, R.T.4
  • 7
    • 51649166738 scopus 로고
    • Linoleate hydroperoxides are cleaved heterolytically into aldehydes by a Lewis acid in aprotic solvent
    • Gardner HW and Plattner RD. Linoleate hydroperoxides are cleaved heterolytically into aldehydes by a Lewis acid in aprotic solvent. Lipids 19: 294-299, 1984.
    • (1984) Lipids , vol.19 , pp. 294-299
    • Gardner, H.W.1    Plattner, R.D.2
  • 8
  • 9
    • 0037329336 scopus 로고    scopus 로고
    • Phospholipid hydroxyalkenals: Biological and chemical properties of specific oxidized lipids present in atherosclerotic lesions
    • Hoff HF, O'Neil J, Wu Z, Hoppe G, and Salomon RL. Phospholipid hydroxyalkenals: biological and chemical properties of specific oxidized lipids present in atherosclerotic lesions. Arteriosder Thromb Vasc Biol 23: 275-282, 2003.
    • (2003) Arteriosder Thromb Vasc Biol , vol.23 , pp. 275-282
    • Hoff, H.F.1    O'Neil, J.2    Wu, Z.3    Hoppe, G.4    Salomon, R.L.5
  • 10
    • 0032549706 scopus 로고    scopus 로고
    • Influence of docosahexaenoic acid on cerebral lipid peroxide level in aged rats with and without hypercholesterolemia
    • Hossain MS, Hashimoto M, Gamoh S, and Masumura S. Influence of docosahexaenoic acid on cerebral lipid peroxide level in aged rats with and without hypercholesterolemia. Neurosci Lett 244: 157-160, 1998.
    • (1998) Neurosci Lett , vol.244 , pp. 157-160
    • Hossain, M.S.1    Hashimoto, M.2    Gamoh, S.3    Masumura, S.4
  • 11
    • 0343238419 scopus 로고    scopus 로고
    • Quantification of long-chain aldehydes by gas chromatography coupled to mass spectrometry as a tool for simultaneous measurement of plasmalogens and their aldehydic breakdown products
    • Ingrand SS, Wahl A, Favreliere S, Barbot F, and Tallineau C. Quantification of long-chain aldehydes by gas chromatography coupled to mass spectrometry as a tool for simultaneous measurement of plasmalogens and their aldehydic breakdown products. Anal Biochem 280: 65-72, 2000.
    • (2000) Anal Biochem , vol.280 , pp. 65-72
    • Ingrand, S.S.1    Wahl, A.2    Favreliere, S.3    Barbot, F.4    Tallineau, C.5
  • 12
    • 0030019952 scopus 로고    scopus 로고
    • Identification of fatty acids by electrospray mass spectrometry and tandem mass spectrometry
    • Kerwin JL, Wiens AM, and Ericsson LH. Identification of fatty acids by electrospray mass spectrometry and tandem mass spectrometry. J Mass Spectrom 31: 184-192, 1996.
    • (1996) J Mass Spectrom , vol.31 , pp. 184-192
    • Kerwin, J.L.1    Wiens, A.M.2    Ericsson, L.H.3
  • 13
    • 0034004495 scopus 로고    scopus 로고
    • Structural characterization of oxidized phospholipid products derived from arachidonate-containing plasmenyl glycerophosphocholine
    • Khaselev N and Murphy RC. Structural characterization of oxidized phospholipid products derived from arachidonate-containing plasmenyl glycerophosphocholine. J Lipid Res 41: 564-572, 2000.
    • (2000) J Lipid Res , vol.41 , pp. 564-572
    • Khaselev, N.1    Murphy, R.C.2
  • 14
    • 0033806740 scopus 로고    scopus 로고
    • Peroxidation of arachidonate containing plasmenyl glycerophosphocholine: Facile oxidation of esterified arachidonate at carbon-5
    • Khaselev N and Murphy RC. Peroxidation of arachidonate containing plasmenyl glycerophosphocholine: facile oxidation of esterified arachidonate at carbon-5. Free Radic Biol Med 29: 620-632, 2000.
    • (2000) Free Radic Biol Med , vol.29 , pp. 620-632
    • Khaselev, N.1    Murphy, R.C.2
  • 15
    • 0021770184 scopus 로고
    • Transbilayer distributions of red cell membrane phospholipids in unilamellar vesicles
    • Kumar A and Gupta CM. Transbilayer distributions of red cell membrane phospholipids in unilamellar vesicles. Biochim Biophys Acta 769: 419-428, 1984.
    • (1984) Biochim Biophys Acta , vol.769 , pp. 419-428
    • Kumar, A.1    Gupta, C.M.2
  • 16
    • 0033837032 scopus 로고    scopus 로고
    • Characterization of 4-oxo-nonenal as a novel product of lipid peroxidation
    • Lee SH and Blair IA. Characterization of 4-oxo-nonenal as a novel product of lipid peroxidation. Chem Res Toxicol 13: 698-702, 2000.
    • (2000) Chem Res Toxicol , vol.13 , pp. 698-702
    • Lee, S.H.1    Blair, I.A.2
  • 17
    • 0031732011 scopus 로고    scopus 로고
    • Biosynthesis and possible biological functions of plasmalogens
    • Lee TC. Biosynthesis and possible biological functions of plasmalogens. Biochim Biophys Acta 1394: 129-145, 1998.
    • (1998) Biochim Biophys Acta , vol.1394 , pp. 129-145
    • Lee, T.C.1
  • 18
    • 0000210419 scopus 로고
    • Analysis of lipid hydroperoxides and long-chain conjugated keto acids by negative ion electrospray mass spectrometry
    • MacMillan DK and Murphy RC. Analysis of lipid hydroperoxides and long-chain conjugated keto acids by negative ion electrospray mass spectrometry. J Am Soc Mass Spectrom 6: 1190-1201, 1995.
    • (1995) J Am Soc Mass Spectrom , vol.6 , pp. 1190-1201
    • MacMillan, D.K.1    Murphy, R.C.2
  • 20
    • 0023711006 scopus 로고
    • Disappearance of plasmalogens from membranes of animal cells subjected to photosensitized oxidation
    • Morand OH, Zoeller RA, and Raetz CR. Disappearance of plasmalogens from membranes of animal cells subjected to photosensitized oxidation. J Biol Chem 263: 11597-11606, 1988.
    • (1988) J Biol Chem , vol.263 , pp. 11597-11606
    • Morand, O.H.1    Zoeller, R.A.2    Raetz, C.R.3
  • 21
    • 0034999489 scopus 로고    scopus 로고
    • Free-radical-induced oxidation of arachidonoyl plasmalogen phospholipids: Antioxidant mechanism and precursor pathway for bioactive eicosanoids
    • Murphy RC. Free-radical-induced oxidation of arachidonoyl plasmalogen phospholipids: antioxidant mechanism and precursor pathway for bioactive eicosanoids. Chem Res Toxicol 14: 463-472, 2001.
    • (2001) Chem Res Toxicol , vol.14 , pp. 463-472
    • Murphy, R.C.1
  • 22
    • 0035102918 scopus 로고    scopus 로고
    • Plasmalogens: Biosynthesis and functions
    • Nagan N and Zoeller RA. Plasmalogens: biosynthesis and functions. Prog Lipid Res 40: 199-229, 2001.
    • (2001) Prog Lipid Res , vol.40 , pp. 199-229
    • Nagan, N.1    Zoeller, R.A.2
  • 23
    • 0141974064 scopus 로고    scopus 로고
    • Electrospray mass spectrometry of phospholipids
    • Pulfer M and Murphy RC. Electrospray mass spectrometry of phospholipids. Mass Spectrom Rev 22: 332-364, 2003.
    • (2003) Mass Spectrom Rev , vol.22 , pp. 332-364
    • Pulfer, M.1    Murphy, R.C.2
  • 24
    • 0035877699 scopus 로고    scopus 로고
    • Two distinct pathways of formation of 4-hydroxynonenal
    • Schneider C, Tallman KA, Porter NA, and Brash AR. Two distinct pathways of formation of 4-hydroxynonenal. J Biol Chem 216: 20831-20838, 2001.
    • (2001) J Biol Chem , vol.216 , pp. 20831-20838
    • Schneider, C.1    Tallman, K.A.2    Porter, N.A.3    Brash, A.R.4
  • 25
    • 0035890031 scopus 로고    scopus 로고
    • Plasmalogen degradation by oxidative stress: Production and disappearance of specific fatty aldehydes and fatty alpha-hydroxyaldehydes
    • Stadelmann-Ingrand S, Favreliere S, Fauconneau B, Mauco G, and Tallineau C. Plasmalogen degradation by oxidative stress: production and disappearance of specific fatty aldehydes and fatty alpha-hydroxyaldehydes. Free Radic Biol Med 15: 1263-1271, 2001.
    • (2001) Free Radic Biol Med , vol.15 , pp. 1263-1271
    • Stadelmann-Ingrand, S.1    Favreliere, S.2    Fauconneau, B.3    Mauco, G.4    Tallineau, C.5
  • 27
  • 29
    • 0002861525 scopus 로고
    • Analysis of hydroxy fatty acids as pentafluorobenzyl ester, trimethylsilyl ether derivatives by electron ionization gas chromatography/mass spectrometry
    • Wheelan P, Zirrolli JA, and Murphy RC. Analysis of hydroxy fatty acids as pentafluorobenzyl ester, trimethylsilyl ether derivatives by electron ionization gas chromatography/mass spectrometry. J Am Soc Mass Spectrom 6: 40-51, 1995.
    • (1995) J Am Soc Mass Spectrom , vol.6 , pp. 40-51
    • Wheelan, P.1    Zirrolli, J.A.2    Murphy, R.C.3
  • 30
    • 0026333959 scopus 로고
    • Role of oxidized low density lipoprotein in artherogenesis
    • Witztum JL and Steinberg D. Role of oxidized low density lipoprotein in artherogenesis. J Clin Invest 88: 1785-1792, 1991.
    • (1991) J Clin Invest , vol.88 , pp. 1785-1792
    • Witztum, J.L.1    Steinberg, D.2
  • 31
    • 0036014858 scopus 로고    scopus 로고
    • Docosahexaenoic acid abundance in the brain: A biodevice to combat oxidative stress
    • Yavin E, Brand A, and Green P. Docosahexaenoic acid abundance in the brain: a biodevice to combat oxidative stress. Nutr Neurosci 5: 149-157, 2002.
    • (2002) Nutr Neurosci , vol.5 , pp. 149-157
    • Yavin, E.1    Brand, A.2    Green, P.3
  • 32
    • 0023782245 scopus 로고
    • A possible role for plasmalogens in protecting animal cells against photosensitized killing
    • Zoeller RA, Morand OH, and Raetz CRH. A possible role for plasmalogens in protecting animal cells against photosensitized killing. J Biol Chem 263: 11590-11596, 1988.
    • (1988) J Biol Chem , vol.263 , pp. 11590-11596
    • Zoeller, R.A.1    Morand, O.H.2    Raetz, C.R.H.3
  • 33
    • 0033559438 scopus 로고    scopus 로고
    • Plasmalogens as endogenous antioxidants: Somatic cell mutants reveal the importance of the vinyl ether
    • Zoeller RA, Lake AC, Nagan N, Gaposchkin DP, Legner MA, and Lieberthal W. Plasmalogens as endogenous antioxidants: somatic cell mutants reveal the importance of the vinyl ether. Biochem J 338: 769-776, 1999.
    • (1999) Biochem J , vol.338 , pp. 769-776
    • Zoeller, R.A.1    Lake, A.C.2    Nagan, N.3    Gaposchkin, D.P.4    Legner, M.A.5    Lieberthal, W.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.