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Volumn 164, Issue 1, 2011, Pages 1-8

Chlorinated and brominated phosphatidylcholines are generated under the influence of the Fenton reagent at low pH - A MALDI-TOF MS study

Author keywords

Dihalogenide; Fenton reaction; Halogenohydrin; Lipid oxidation; MALDI TOF MS; Phosphatidylcholine

Indexed keywords

ALDEHYDE; ALKENE DERIVATIVE; BROMINE DERIVATIVE; CARBOXYLIC ACID; CHLORINE DERIVATIVE; FERRIC CHLORIDE; FERRIC SULFATE; HALOGEN; HYDROGEN PEROXIDE; HYDROXYL RADICAL; MYELOPEROXIDASE; PHOSPHATIDYLCHOLINE; PHOSPHOLIPID; REAGENT; TRANSITION ELEMENT; UNSATURATED FATTY ACID;

EID: 78650264354     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2010.09.010     Document Type: Article
Times cited : (14)

References (37)
  • 1
    • 0001669892 scopus 로고
    • Pulse radiolysis studies of aqueous sodium chloride solutions
    • M. Anbar, and J.K. Thomas Pulse radiolysis studies of aqueous sodium chloride solutions J. Phys. Chem. 68 1964 3829 3835
    • (1964) J. Phys. Chem. , vol.68 , pp. 3829-3835
    • Anbar, M.1    Thomas, J.K.2
  • 3
    • 0037104667 scopus 로고    scopus 로고
    • Formation of lysophospholipids from unsaturated phosphatidylcholines under the influence of hypochlorous acid
    • DOI 10.1016/S0304-4165(02)00271-4, PII S0304416502002714
    • J. Arnhold, A.N. Osipov, H. Spalteholz, O.M. Panasenko, and J. Schiller Formation of lysophospholipids from unsaturated phosphatidylcholines under the influence of hypochlorous acid Biochim. Biophys. Acta 1572 2002 91 100 (Pubitemid 35223060)
    • (2002) Biochimica et Biophysica Acta - General Subjects , vol.1572 , Issue.1 , pp. 91-100
    • Arnhold, J.1    Osipov, A.N.2    Spalteholz, H.3    Panasenko, O.M.4    Schiller, J.5
  • 4
    • 41049100518 scopus 로고
    • A spectrophotometric method for measuring the breakdown of hydrogen peroxide by catalase
    • R.F. Beers, and I.W. Sizer A spectrophotometric method for measuring the breakdown of hydrogen peroxide by catalase J. Biol. Chem. 195 1952 133 140
    • (1952) J. Biol. Chem. , vol.195 , pp. 133-140
    • Beers, R.F.1    Sizer, I.W.2
  • 5
    • 0026625531 scopus 로고
    • Reactivity of hypervalent iron with biological compounds
    • B.H. Bielski Reactivity of hypervalent iron with biological compounds Ann. Neurol. 32 Suppl. 1992 S28 S32
    • (1992) Ann. Neurol. , vol.32 , Issue.SUPPL.
    • Bielski, B.H.1
  • 6
    • 33845261493 scopus 로고
    • A rapid method of total lipid extraction and purification
    • E.G. Bligh, and W.J. Dyer A rapid method of total lipid extraction and purification Can. J. Biochem. Physiol. 3 1959 911 917
    • (1959) Can. J. Biochem. Physiol. , vol.3 , pp. 911-917
    • Bligh, E.G.1    Dyer, W.J.2
  • 7
    • 57249095767 scopus 로고    scopus 로고
    • Lipid peroxidation of membrane phospholipids generates hydroxy-alkenals and oxidized phospholipids active in physiological and/or pathological conditions
    • A. Catalá Lipid peroxidation of membrane phospholipids generates hydroxy-alkenals and oxidized phospholipids active in physiological and/or pathological conditions Chem. Phys. Lipids 157 2009 1 11
    • (2009) Chem. Phys. Lipids , vol.157 , pp. 1-11
    • Catalá, A.1
  • 8
    • 0004009372 scopus 로고
    • The group VII elements: F, Cl, Br, I, at
    • Wiley/Interscience New York
    • F.A. Cotton, and G. Wilkinson The group VII elements: F, Cl, Br, I, At Advanced Inorganic Chemistry 1971 Wiley/Interscience New York pp. 458
    • (1971) Advanced Inorganic Chemistry
    • Cotton, F.A.1    Wilkinson, G.2
  • 9
    • 0004196165 scopus 로고    scopus 로고
    • second ed. The Oily Press Bridgwater
    • E.N. Frankel Lipid Oxidation second ed. 2005 The Oily Press Bridgwater
    • (2005) Lipid Oxidation
    • Frankel, E.N.1
  • 12
    • 60749134811 scopus 로고    scopus 로고
    • Capabilities and disadvantages of combined matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and high-performance thin-layer chromatography (HPTLC): Analysis of egg yolk lipids
    • B. Fuchs, J. Schiller, R. Süß, A. Nimptsch, M. Schürenberg, and D. Suckau Capabilities and disadvantages of combined matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and high-performance thin-layer chromatography (HPTLC): Analysis of egg yolk lipids J. Planar Chromatogr. 22 2009 35 42
    • (2009) J. Planar Chromatogr. , vol.22 , pp. 35-42
    • Fuchs, B.1    Schiller, J.2    Süß, R.3    Nimptsch, A.4    Schürenberg, M.5    Suckau, D.6
  • 13
    • 77956394487 scopus 로고    scopus 로고
    • An update of MALDI-TOF mass spectrometry in lipid research
    • B. Fuchs, R. Süß, and J. Schiller An update of MALDI-TOF mass spectrometry in lipid research Prog. Lipid Res. 49 2010 450 475
    • (2010) Prog. Lipid Res. , vol.49 , pp. 450-475
    • Fuchs, B.1    Süß, R.2    Schiller, J.3
  • 15
    • 0027437209 scopus 로고
    • The centennial of the Fenton reaction
    • W.H. Koppenol The centennial of the Fenton reaction Free Radic. Biol. Med. 15 1993 645 651
    • (1993) Free Radic. Biol. Med. , vol.15 , pp. 645-651
    • Koppenol, W.H.1
  • 16
    • 0000108202 scopus 로고
    • The acid ionization constant of HOCl from 5 to 35°
    • J.C. Morris The acid ionization constant of HOCl from 5 to 35° J. Phys. Chem. 195 1966 133 140
    • (1966) J. Phys. Chem. , vol.195 , pp. 133-140
    • Morris, J.C.1
  • 17
    • 67650729358 scopus 로고    scopus 로고
    • Lipid peroxidation: Physiological levels and dual biological effects
    • E. Niki Lipid peroxidation: physiological levels and dual biological effects Free Radic. Biol. Med. 47 2009 469 484
    • (2009) Free Radic. Biol. Med. , vol.47 , pp. 469-484
    • Niki, E.1
  • 18
    • 0037390139 scopus 로고    scopus 로고
    • Effect of sphingomyelin versus dipalmitoylphosphatidylcholine on the extent of lipid oxidation
    • E.M. Oborina, and M.C. Yappert Effect of sphingomyelin versus dipalmitoylphosphatidylcholine on the extent of lipid oxidation Chem. Phys. Lipids 123 2003 223 232
    • (2003) Chem. Phys. Lipids , vol.123 , pp. 223-232
    • Oborina, E.M.1    Yappert, M.C.2
  • 19
    • 0037371518 scopus 로고    scopus 로고
    • Myeloperoxidase-induced formation of chlorohydrins and lysophospholipids from unsaturated phosphatidylcholines
    • DOI 10.1016/S0891-5849(02)01358-8
    • O.M. Panasenko, H. Spalteholz, J. Schiller, and J. Arnhold Myeloperoxidase induced formation of chlorohydrins and lysophospholipids from unsaturated phosphatidylcholines Free Radic. Biol. Med. 34 2003 553 562 (Pubitemid 36254829)
    • (2003) Free Radical Biology and Medicine , vol.34 , Issue.5 , pp. 553-562
    • Panasenko, O.M.1    Spalteholz, H.2    Schiller, J.3    Arnhold, J.4
  • 20
    • 0037398256 scopus 로고    scopus 로고
    • Hypochlorous acid-mediated oxidation of lipid components and antioxidants present in low-density lipoproteins: Absolute rate constants, product analysis, and computational modeling
    • D.I. Pattison, C.L. Hawkins, and M.J. Davies Hypochlorous acid-mediated oxidation of lipid components and antioxidants present in low-density lipoproteins: absolute rate constants, product analysis, and computational modeling Chem. Res. Toxicol. 16 2003 439 449
    • (2003) Chem. Res. Toxicol. , vol.16 , pp. 439-449
    • Pattison, D.I.1    Hawkins, C.L.2    Davies, M.J.3
  • 21
    • 37149012352 scopus 로고    scopus 로고
    • Fenton chemistry in biology and medicine
    • J. Prousek Fenton chemistry in biology and medicine Pure Appl. Chem. 79 2007 2325 2338
    • (2007) Pure Appl. Chem. , vol.79 , pp. 2325-2338
    • Prousek, J.1
  • 22
    • 9644257247 scopus 로고    scopus 로고
    • Fragmentation study of short-chain products derived from oxidation of diacylphosphatidylcholines by electrospray tandem mass spectrometry: Identification of novel short-chain products
    • DOI 10.1002/rcm.1686
    • A. Reis, P. Domingues, A.J. Ferrer-Correia, and M.R. Domingues Fragmentation study of short-chain products derived from oxidation of diacylphosphatidylcholines by electrospray tandem mass spectrometry: identification of novel short-chain products Rapid Commun. Mass Spectrom. 18 2004 2849 2858 (Pubitemid 39576827)
    • (2004) Rapid Communications in Mass Spectrometry , vol.18 , Issue.23 , pp. 2849-2858
    • Reis, A.1    Domingues, P.2    Ferrer-Correia, A.J.V.3    Domingues, M.R.M.4
  • 23
    • 0031030725 scopus 로고    scopus 로고
    • Radiation chemistry of physiological saline reinvestigated: Evidence that chloride-derived intermediates play a key role in cytotoxicity
    • DOI 10.2307/3579445
    • M. Saran, and W. Bors Radiation chemistry of physiological saline reinvestigated: evidence that chloride-derived intermediates play a key role in cytotoxicity Radiat. Res. 147 1997 70 77 (Pubitemid 27014449)
    • (1997) Radiation Research , vol.147 , Issue.1 , pp. 70-77
    • Saran, M.1    Bors, W.2
  • 24
    • 0032921260 scopus 로고    scopus 로고
    • Phagocytic killing of microorganisms by radical processes: Consequences of the reaction of hydroxyl radicals with chloride yielding chlorine atoms
    • DOI 10.1016/S0891-5849(98)00187-7, PII S0891584998001877
    • M. Saran, I. Beck-Speier, B. Fellerhoff, and G. Bauer Phagocytic killing of microorganisms by radical processes: consequences of the reaction of hydroxyl radicals with chloride yielding chlorine atoms Free Radic. Biol. Med. 26 1999 482 490 (Pubitemid 29013481)
    • (1999) Free Radical Biology and Medicine , vol.26 , Issue.3-4 , pp. 482-490
    • Saran, M.1    Beck-Speier, I.2    Fellerhoff, B.3    Bauer, G.4
  • 25
    • 0033080774 scopus 로고    scopus 로고
    • Lipid analysis by matrix-assisted laser desorption and ionization mass spectrometry: A methodological approach
    • DOI 10.1006/abio.1998.3001
    • J. Schiller, J. Arnhold, S. Benard, M. Müller, S. Reichl, and K. Arnold Lipid analysis by matrix-assisted laser desorption and ionization mass spectrometry: a methodological approach Anal. Biochem. 267 1999 46 56 (Pubitemid 29061805)
    • (1999) Analytical Biochemistry , vol.267 , Issue.1 , pp. 46-56
    • Schiller, J.1    Arnhold, J.2    Benard, S.3    Muller, M.4    Reichl, S.5    Arnold, K.6
  • 27
    • 0037109694 scopus 로고    scopus 로고
    • Negative-ion matrix-assisted laser desorption and ionization time-of-flight mass spectra of complex phospholipid mixtures in the presence of phosphatidylcholine: A cautionary note on peak assignment
    • DOI 10.1016/S0003-2697(02)00308-1, PII S0003269702003081
    • J. Schiller, R. Süß, M. Petković, O. Zschörnig, and K. Arnold Negative-ion matrix-assisted laser desorption and ionization time-of-flight mass spectra of complex phospholipid mixtures in the presence of phosphatidylcholine: a cautionary note on peak assignment Anal. Biochem. 309 2002 311 314 (Pubitemid 35387323)
    • (2002) Analytical Biochemistry , vol.309 , Issue.2 , pp. 311-314
    • Schiller, J.1    Suss, R.2    Petkovic, M.3    Zschornig, O.4    Arnold, K.5
  • 28
    • 0141761418 scopus 로고    scopus 로고
    • Contribution of reactive oxygen species to cartilage degradation in rheumatic diseases: Molecular pathways, diagnosis and potential therapeutic strategies
    • DOI 10.2174/0929867033456828
    • J. Schiller, B. Fuchs, J. Arnhold, and K. Arnold Contribution of reactive oxygen species to cartilage degradation in rheumatic diseases: molecular pathways, diagnosis and potential therapeutic strategies Curr. Med. Chem. 10 2003 2123 2145 (Pubitemid 37139067)
    • (2003) Current Medicinal Chemistry , vol.10 , Issue.20 , pp. 2123-2145
    • Schiller, J.1    Fuchs, B.2    Arnhold, J.3    Arnold, K.4
  • 29
    • 5444275263 scopus 로고    scopus 로고
    • Matrix-assisted laser desorption and ionization time-of-flight (MALDI-TOF) mass spectrometry in lipid and phospholipid research
    • DOI 10.1016/j.plipres.2004.08.001, PII S0163782704000268
    • J. Schiller, R. Süß, J. Arnhold, B. Fuchs, J. Leßig, M. Müller, M. Petković, H. Spalteholz, O. Zschörnig, and K. Arnold Matrix-assisted laser desorption and ionization time-of-flight (MALDI-TOF) mass spectrometry in lipid and phospholipid research Prog. Lipid Res. 43 2004 449 488 (Pubitemid 39359134)
    • (2004) Progress in Lipid Research , vol.43 , Issue.5 , pp. 449-488
    • Schiller, J.1    Suss, R.2    Arnhold, J.3    Fuchs, B.4    Lessig, J.5    Muller, M.6    Petkovic, M.7    Spalteholz, H.8    Zschornig, O.9    Arnold, K.10
  • 30
    • 34247274175 scopus 로고    scopus 로고
    • The suitability of different DHB isomers as matrices for the MALDI-TOF MS analysis of phospholipids: Which isomer for what purpose?
    • DOI 10.1007/s00249-006-0090-6, Klaus Arnold Special Issue
    • J. Schiller, R. Süß, B. Fuchs, M. Müller, M. Petković, O. Zschörnig, and H. Waschipky The suitability of different DHB isomers as matrices for the MALDI-TOF MS analysis of phospholipids: which isomer for what purpose? Eur. Biophys. J. 36 2007 517 527 (Pubitemid 46626207)
    • (2007) European Biophysics Journal , vol.36 , Issue.4-5 , pp. 517-527
    • Schiller, J.1    Suss, R.2    Fuchs, B.3    Muller, M.4    Petkovic, M.5    Zschornig, O.6    Waschipky, H.7
  • 31
    • 1442348379 scopus 로고    scopus 로고
    • Evaluation of products upon the reaction of hypohalous acid with unsaturated phosphatidylcholines
    • DOI 10.1016/j.chemphyslip.2003.12.005, PII S0009308404000039
    • H. Spalteholz, K. Wenske, O.M. Panasenko, J. Schiller, and J. Arnhold Evaluation of products upon the reaction of hypohalous acid with unsaturated phosphatidylcholines Chem. Phys. Lipids 129 2004 85 96 (Pubitemid 38293252)
    • (2004) Chemistry and Physics of Lipids , vol.129 , Issue.1 , pp. 85-96
    • Spalteholz, H.1    Wenske, K.2    Panasenko, O.M.3    Schiller, J.4    Arnhold, J.5
  • 32
    • 77954194249 scopus 로고    scopus 로고
    • Analysis of oxidized phospholipids by MALDI mass spectrometry using 6-aza-2-thiothymine together with matrix additives and disposable target surfaces
    • G. Stübiger, O. Belgacem, P. Rehulka, W. Bicker, B.R. Binder, and V. Bochkov Analysis of oxidized phospholipids by MALDI mass spectrometry using 6-aza-2-thiothymine together with matrix additives and disposable target surfaces Anal. Chem. 82 2010 5502 5510
    • (2010) Anal. Chem. , vol.82 , pp. 5502-5510
    • Stübiger, G.1    Belgacem, O.2    Rehulka, P.3    Bicker, W.4    Binder, B.R.5    Bochkov, V.6
  • 35
    • 0030008268 scopus 로고    scopus 로고
    • Fenton chemistry: An introduction
    • DOI 10.2307/3579270
    • P. Wardman, and L.P. Candeias Fenton chemistry: an introduction Radiat. Res. 145 1996 523 531 (Pubitemid 26127159)
    • (1996) Radiation Research , vol.145 , Issue.5 , pp. 523-531
    • Wardman, P.1    Candeias, L.P.2
  • 37
    • 30444431916 scopus 로고    scopus 로고
    • Human low-density lipoprotein oxidation: Hypochlorous acid leads to the generation of lysophospholipids under acidic conditions
    • O. Zschörnig, C. Bergmeier, R. Süß, K. Arnold, and J. Schiller Human low-density lipoprotein oxidation: hypochlorous acid leads to the generation of lysophospholipids under acidic conditions Lett. Org. Chem. 1 2004 381 390
    • (2004) Lett. Org. Chem. , vol.1 , pp. 381-390
    • Zschörnig, O.1    Bergmeier, C.2    Süß, R.3    Arnold, K.4    Schiller, J.5


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