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Volumn 131, Issue 1, 2004, Pages 107-121

Active oxygen chemistry within the liposomal bilayer: Part III: Locating Vitamin E, ubiquinol and ubiquinone and their derivatives in the lipid bilayer

Author keywords

Tocopherol; Lipid bilayer; Liposomes; Membranes; NMR; Tocopheroxyl radical; Ubiquinol; Ubiquinone; Vitamin C

Indexed keywords

ALPHA TOCOPHEROL; ASCORBIC ACID; LIPOSOME; UBIDECARENONE; UBIQUINONE; UBIQUINONE DERIVATIVE;

EID: 3042550192     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2004.04.007     Document Type: Article
Times cited : (85)

References (62)
  • 1
    • 0027374437 scopus 로고
    • Extension of the parallax analysis of membrane penetration depth to the polar region of model membranes: Use of fluorescence quenching by a spin-label attached to the phospholipid polar headgroup
    • Abrams F.S., London E. Extension of the parallax analysis of membrane penetration depth to the polar region of model membranes: use of fluorescence quenching by a spin-label attached to the phospholipid polar headgroup. Biochemistry. 32:1993;10826-10861
    • (1993) Biochemistry , vol.32 , pp. 10826-10861
    • Abrams, F.S.1    London, E.2
  • 3
    • 0036532431 scopus 로고    scopus 로고
    • Superoxide organic chemistry within the liposomal bilayer. Part II. A correlation between location and chemistry
    • Afri M., Gottlieb H.E., Frimer A.A. Superoxide organic chemistry within the liposomal bilayer. Part II. A correlation between location and chemistry. Free Radic. Biol. Med. 32:2002;605-618
    • (2002) Free Radic. Biol. Med. , vol.32 , pp. 605-618
    • Afri, M.1    Gottlieb, H.E.2    Frimer, A.A.3
  • 5
    • 0022347737 scopus 로고
    • The interaction of ubiquinone-10 and ubiquinol-10 with phospholipid bilayers. A study using differential scanning calorimetry and turbidity measurements
    • Aranda F.J., Gomez-Fernandez J.C. The interaction of ubiquinone-10 and ubiquinol-10 with phospholipid bilayers. A study using differential scanning calorimetry and turbidity measurements. Biochim. Biophys. Acta. 820:1985;19-26
    • (1985) Biochim. Biophys. Acta , vol.820 , pp. 19-26
    • Aranda, F.J.1    Gomez-Fernandez, J.C.2
  • 6
    • 0022545281 scopus 로고
    • A fourier transform infrared spectroscopic study of the molecular interaction of ubiquinone-10 and ubiquinol-10 with bilayers of dipalmitoylphosphatidylcholine
    • Aranda F.J., Villalain J., Gomez-Fernandez J.C. A fourier transform infrared spectroscopic study of the molecular interaction of ubiquinone-10 and ubiquinol-10 with bilayers of dipalmitoylphosphatidylcholine. Biochim. Biophys. Acta. 861:1986;25-32
    • (1986) Biochim. Biophys. Acta , vol.861 , pp. 25-32
    • Aranda, F.J.1    Villalain, J.2    Gomez-Fernandez, J.C.3
  • 7
    • 0025921654 scopus 로고
    • 13C-nuclear magnetic resonance (NMR) analysis of Vitamin e raw materials or analytical reference standards
    • 13C -nuclear magnetic resonance (NMR) analysis of Vitamin E raw materials or analytical reference standards Pharm. Res. 8:1991;763-770
    • (1991) Pharm. Res. , vol.8 , pp. 763-770
    • Baker, J.K.1    Myers, C.W.2
  • 8
    • 0027251053 scopus 로고
    • The pecking order of free radicals and antioxidants: Lipid peroxidation, α-tocopherol and ascorbate
    • Buettner G.R. The pecking order of free radicals and antioxidants: lipid peroxidation, α-tocopherol and ascorbate. Arch. Biochem. Biophys. 300:1993;535-543
    • (1993) Arch. Biochem. Biophys. , vol.300 , pp. 535-543
    • Buettner, G.R.1
  • 9
    • 0027973899 scopus 로고
    • The role of ascorbate in antioxidant protection of membranes: Interaction with Vitamin e and coenzyme Q
    • Beyer B.E. The role of ascorbate in antioxidant protection of membranes: interaction with Vitamin E and coenzyme Q. J. Bioenerg. Biomemb. 26:1994;349-358
    • (1994) J. Bioenerg. Biomemb. , vol.26 , pp. 349-358
    • Beyer, B.E.1
  • 10
    • 0028986157 scopus 로고
    • Reaction of ascorbate with the α-tocopheroxyl radical in micellar and bilayer-membrane systems
    • Bisby R.H., Parker A.W. Reaction of ascorbate with the α-tocopheroxyl radical in micellar and bilayer-membrane systems. Arch. Biochem. Biophys. 317:1995;170-178
    • (1995) Arch. Biochem. Biophys. , vol.317 , pp. 170-178
    • Bisby, R.H.1    Parker, A.W.2
  • 11
    • 0024503606 scopus 로고
    • Transverse distribution of α-tocopherol in bilayer membranes studied by fluorescence quenching
    • Bisby R.H., Ahmed S. Transverse distribution of α-tocopherol in bilayer membranes studied by fluorescence quenching. Free Radic. Biol. Med. 6:1989;231-239
    • (1989) Free Radic. Biol. Med. , vol.6 , pp. 231-239
    • Bisby, R.H.1    Ahmed, S.2
  • 12
    • 0028618435 scopus 로고
    • Interactions between ubiquinones and vitamins in membranes and cells
    • Constantinnescu A., Maguire J.J., Packer L. Interactions between ubiquinones and vitamins in membranes and cells. Mol. Aspects Med. 15:1994;s57-s65
    • (1994) Mol. Aspects Med. , vol.15 , pp. 57-s65
    • Constantinnescu, A.1    Maguire, J.J.2    Packer, L.3
  • 13
    • 0024281309 scopus 로고
    • Structure and dynamics of α-tocopherol in model membranes and in solution: A broad-line and high-resolution NMR study
    • Ekiel I.H., Hughes L., Burton G.W., Jovall P.A., Ingold K.U., Smith I.C.P. Structure and dynamics of α-tocopherol in model membranes and in solution: a broad-line and high-resolution NMR study. Biochemistry. 27:1988;1432-1440
    • (1988) Biochemistry , vol.27 , pp. 1432-1440
    • Ekiel, I.H.1    Hughes, L.2    Burton, G.W.3    Jovall, P.A.4    Ingold, K.U.5    Smith, I.C.P.6
  • 14
    • 0023040886 scopus 로고
    • Determination of partition and lateral diffusion coefficients of ubiquinones by fluorescence quenching of n-(9-anthroyloxy)stearic acid in phospholipid vesicles and mitochondrial membranes
    • Fato R., Battino M., Esposti M.D., Castelli G.P., Lenaz G. Determination of partition and lateral diffusion coefficients of ubiquinones by fluorescence quenching of n-(9-anthroyloxy)stearic acid in phospholipid vesicles and mitochondrial membranes. Biochemistry. 25:1986;3378-3390
    • (1986) Biochemistry , vol.25 , pp. 3378-3390
    • Fato, R.1    Battino, M.2    Esposti, M.D.3    Castelli, G.P.4    Lenaz, G.5
  • 15
    • 0002436816 scopus 로고
    • Model of singlet oxygen scavenging by α-tocopherol in biomembranes
    • Fragata M., Bellemare F. Model of singlet oxygen scavenging by α-tocopherol in biomembranes. Chem. Phys. Lipids. 27:1980;93-99
    • (1980) Chem. Phys. Lipids , vol.27 , pp. 93-99
    • Fragata, M.1    Bellemare, F.2
  • 16
    • 0029923359 scopus 로고    scopus 로고
    • Can superoxide organic chemistry be observed within the liposomal bilayer?
    • Frimer A.A., Strul G., Buch J., Gottlieb H.E. Can superoxide organic chemistry be observed within the liposomal bilayer? Free Radic. Biol. Med. 20:1996;843-852
    • (1996) Free Radic. Biol. Med. , vol.20 , pp. 843-852
    • Frimer, A.A.1    Strul, G.2    Buch, J.3    Gottlieb, H.E.4
  • 18
    • 0027093764 scopus 로고
    • Location and dynamics of α-tocopherol in model phospholipid membranes with different charges
    • Fukuzawa K., Ikebata W., Shibata A., Kumadaki I., Sakanaka T., Urano S. Location and dynamics of α-tocopherol in model phospholipid membranes with different charges. Chem. Phys Lipids. 63:1992;69-75
    • (1992) Chem. Phys Lipids , vol.63 , pp. 69-75
    • Fukuzawa, K.1    Ikebata, W.2    Shibata, A.3    Kumadaki, I.4    Sakanaka, T.5    Urano, S.6
  • 19
    • 0031038037 scopus 로고    scopus 로고
    • Kinetics and dynamics of singlet oxygen scavenging by α-tocopherol in phospholipid model membranes
    • Fukuzawa K., Matsuura K., Tokumura A., Suzuki A. Kinetics and dynamics of singlet oxygen scavenging by α-tocopherol in phospholipid model membranes. Free Radic. Biol. Med. 22:1997;923-930
    • (1997) Free Radic. Biol. Med. , vol.22 , pp. 923-930
    • Fukuzawa, K.1    Matsuura, K.2    Tokumura, A.3    Suzuki, A.4
  • 20
    • 0033082337 scopus 로고    scopus 로고
    • The interaction of coenzyme Q with phosphatydylethanolamine membranes
    • Gomez-Fernández J.C., Llamas M.A., Aranda F.J. The interaction of coenzyme Q with phosphatydylethanolamine membranes. Eur. J. Biochem. 259:1999;739-746
    • (1999) Eur. J. Biochem. , vol.259 , pp. 739-746
    • Gomez-Fernández, J.C.1    Llamas, M.A.2    Aranda, F.J.3
  • 24
    • 0023953591 scopus 로고
    • The interaction of α-tocopherol and homologues with shorter hydrocarbon chains with phospholipid bilayer dispersions
    • Kagan V.E., Quinn P.J. The interaction of α-tocopherol and homologues with shorter hydrocarbon chains with phospholipid bilayer dispersions. Eur. J. Biochem. 171:1988;661-667
    • (1988) Eur. J. Biochem. , vol.171 , pp. 661-667
    • Kagan, V.E.1    Quinn, P.J.2
  • 25
    • 0019889314 scopus 로고
    • The interaction of coenzyme Q with dipalmitoylphosphatidylcholine bilayers
    • Katsikas H., Quinn P.J. The interaction of coenzyme Q with dipalmitoylphosphatidylcholine bilayers. FEBS Lett. 133:1981;230-234
    • (1981) FEBS Lett. , vol.133 , pp. 230-234
    • Katsikas, H.1    Quinn, P.J.2
  • 26
    • 0019879136 scopus 로고
    • 1H NMR study of the location and motion of ubiquinones in perdeuterated phosphatidylcholine bilayers
    • 1H NMR study of the location and motion of ubiquinones in perdeuterated phosphatidylcholine bilayers Biochim. Biophys. Acta. 635:1981;602-618
    • (1981) Biochim. Biophys. Acta , vol.635 , pp. 602-618
    • Kingsley, P.B.1    Feigenson, G.W.2
  • 27
    • 0023680684 scopus 로고
    • Role of mobility of redox components in the inner mitochondrial membrane
    • Lenaz G. Role of mobility of redox components in the inner mitochondrial membrane. J. Membr. Biol. 104:1988;193-209
    • (1988) J. Membr. Biol. , vol.104 , pp. 193-209
    • Lenaz, G.1
  • 28
    • 33947484811 scopus 로고
    • 13C chemical shift of the carbonyl group of acetone
    • 13C chemical shift of the carbonyl group of acetone J. Am. Chem. Soc. 85:1963;3903-3904
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 3903-3904
    • MacIel, G.H.1    Ruben, Z.C.2
  • 29
    • 33845560336 scopus 로고
    • On the structure of micelles
    • Menger F.M. On the structure of micelles. Acc. Chem. Res. 12:1979;111-117
    • (1979) Acc. Chem. Res. , vol.12 , pp. 111-117
    • Menger, F.M.1
  • 31
    • 0000121690 scopus 로고
    • The water content of a micelle interior. The Fjord vs. Reef models
    • Menger F.M., Jercunica J.M., Johnson J.C. The water content of a micelle interior. The Fjord vs. Reef models. J. Am. Chem. Soc. 100:1978;4676-4678
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 4676-4678
    • Menger, F.M.1    Jercunica, J.M.2    Johnson, J.C.3
  • 32
    • 0000388160 scopus 로고
    • NMR studies of ubiquinone location in oriented model membranes: Evidence for a single motionally-averaged population
    • Metz G., Howard K.P., van Liemt W.B.S., Prestegard J.H., Lugtenburg J., Smith S.O. NMR studies of ubiquinone location in oriented model membranes: evidence for a single motionally-averaged population. J. Am. Chem. Soc. 117:1995;564-565
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 564-565
    • Metz, G.1    Howard, K.P.2    Van Liemt, W.B.S.3    Prestegard, J.H.4    Lugtenburg, J.5    Smith, S.O.6
  • 34
    • 0025358550 scopus 로고
    • Stopped-flow kinetic study of the regeneration reaction of tocopheroxyl radical by reduced ubiquinone-10 in solution
    • Mukai K., Kikuchi S., Urano S. Stopped-flow kinetic study of the regeneration reaction of tocopheroxyl radical by reduced ubiquinone-10 in solution. Biochim. Biophys. Acta. 1035:1990;77-82
    • (1990) Biochim. Biophys. Acta , vol.1035 , pp. 77-82
    • Mukai, K.1    Kikuchi, S.2    Urano, S.3
  • 35
    • 0024799256 scopus 로고
    • A study on the action of Vitamin e as antioxidant
    • Niki E. A study on the action of Vitamin E as antioxidant. Bitamin. 63:1989;539-549
    • (1989) Bitamin , vol.63 , pp. 539-549
    • Niki, E.1
  • 36
    • 0034250104 scopus 로고    scopus 로고
    • Novel organized structures in mixtures of a hydropfobically modified polymer and two oppositely charged surfactants
    • Nilsson S., Goldraich M., Lindman B., Talmon Y. Novel organized structures in mixtures of a hydropfobically modified polymer and two oppositely charged surfactants. Langmuir. 16:2000;6825-6832
    • (2000) Langmuir , vol.16 , pp. 6825-6832
    • Nilsson, S.1    Goldraich, M.2    Lindman, B.3    Talmon, Y.4
  • 37
    • 0031689319 scopus 로고    scopus 로고
    • Dynamics of Vitamin e action against LDL oxidation
    • Noguchi N., Niki E. Dynamics of Vitamin E action against LDL oxidation. Free Radic. Res. 28:1998;561-572
    • (1998) Free Radic. Res. , vol.28 , pp. 561-572
    • Noguchi, N.1    Niki, E.2
  • 38
  • 39
    • 3042662953 scopus 로고    scopus 로고
    • Quinone compound, its production and use. PCT Int. Appl. WO 97/07109, 69 pp.
    • Ohkawa, S., Nagai, Y., 1997. Quinone compound, its production and use. PCT Int. Appl. WO 97/07109, 69 pp.
    • (1997)
    • Ohkawa, S.1    Nagai, Y.2
  • 40
    • 0022836506 scopus 로고
    • A difference infrared spectroscopic study of the interaction of ubiquinone-10 with phospholipid bilayers
    • Ondarroa M., Quinn P.J. A difference infrared spectroscopic study of the interaction of ubiquinone-10 with phospholipid bilayers. Biochem. J. 240:1986;325-331
    • (1986) Biochem. J. , vol.240 , pp. 325-331
    • Ondarroa, M.1    Quinn, P.J.2
  • 41
    • 0018348794 scopus 로고
    • Observation of a free radical interaction between Vitamin e and Vitamin C
    • Packer J.E., Slater T.F., Willson R.L. Observation of a free radical interaction between Vitamin E and Vitamin C. Nature. 278:1979;737-738
    • (1979) Nature , vol.278 , pp. 737-738
    • Packer, J.E.1    Slater, T.F.2    Willson, R.L.3
  • 45
    • 5844252510 scopus 로고
    • Solvatochromic dyes as solvent polarity indicators
    • Reichardt C. Solvatochromic dyes as solvent polarity indicators. Chem. Rev. 94:1994;2319-2358
    • (1994) Chem. Rev. , vol.94 , pp. 2319-2358
    • Reichardt, C.1
  • 47
    • 0027248185 scopus 로고
    • 13C NMR spin lattice relaxation study of the location and effects of α-tocopherol, ubiquinone-10 and ubiquinol-10 in unsonicated model membranes
    • 13C NMR spin lattice relaxation study of the location and effects of α-tocopherol, ubiquinone-10 and ubiquinol-10 in unsonicated model membranes Eur. Biophys. J. 22:1993;151-155
    • (1993) Eur. Biophys. J. , vol.22 , pp. 151-155
    • Salgado, J.1    Villalain, J.2    Gómez-Fernández, J.C.3
  • 48
    • 0026716564 scopus 로고
    • On coenzyme Q orientation in membranes: A linear dichroism study of ubiquinones in a model bilayer
    • Samori B., Lenaz G., Battino M., Marconi G., Domini I. On coenzyme Q orientation in membranes: a linear dichroism study of ubiquinones in a model bilayer. J. Membr. Biol. 128:1992;193-203
    • (1992) J. Membr. Biol. , vol.128 , pp. 193-203
    • Samori, B.1    Lenaz, G.2    Battino, M.3    Marconi, G.4    Domini, I.5
  • 49
    • 0000073060 scopus 로고
    • Academic Press, New York
    • Sebrel, W.H., Harris, R.S. (Eds.), 1972. The Vitamins, vol. 5. Academic Press, New York, pp. 165-317.
    • (1972) The Vitamins , vol.5 , pp. 165-317
    • Sebrel, W.H.1    Harris, R.S.2
  • 50
    • 0027292789 scopus 로고
    • Interaction of Vitamin C and Vitamin e during free radical stress in plasma: An ESR study
    • Sharma M.K., Buettner G.R. Interaction of Vitamin C and Vitamin E during free radical stress in plasma: an ESR study. Free Radic. Biol. Med. 14:1993;649-653
    • (1993) Free Radic. Biol. Med. , vol.14 , pp. 649-653
    • Sharma, M.K.1    Buettner, G.R.2
  • 51
    • 0020529144 scopus 로고
    • Fluidity, permeability and antioxidant behavior of model membranes incorporated with α-tocopherol and Vitamin e acetate
    • Srivastava S., Phadke R.S., Govil G., Rao C.N.R. Fluidity, permeability and antioxidant behavior of model membranes incorporated with α-tocopherol and Vitamin E acetate. Biochem. Biophys. Acta. 734:1983;353-362
    • (1983) Biochem. Biophys. Acta , vol.734 , pp. 353-362
    • Srivastava, S.1    Phadke, R.S.2    Govil, G.3    Rao, C.N.R.4
  • 54
    • 0003132171 scopus 로고
    • The effects of solvent on carbon-13 chemical shifts of the carbonyl system
    • Ueji, S., Makamaura, M., 1976. The effects of solvent on carbon-13 chemical shifts of the carbonyl system. Tetrahedron Lett., 2549-2552.
    • (1976) Tetrahedron Lett. , pp. 2549-2552
    • Ueji, S.1    Makamaura, M.2
  • 56
    • 0022556694 scopus 로고
    • Calorimetric and infrared spectroscopic studies of the interaction of α-tocopherol and α-tocopheryl acetate with phospholipid-vesicles
    • Villalain J., Aranda F.J., Gomez-Fernandez J.C. Calorimetric and infrared spectroscopic studies of the interaction of α-tocopherol and α-tocopheryl acetate with phospholipid-vesicles. Eur. J. Biochem. 158:1986;141-147
    • (1986) Eur. J. Biochem. , vol.158 , pp. 141-147
    • Villalain, J.1    Aranda, F.J.2    Gomez-Fernandez, J.C.3
  • 59
    • 0035263181 scopus 로고    scopus 로고
    • Solvatochromic effects in the electronic absorption and NMR spectra of hypericin in organic solvents and in lipid bilayers
    • Weitman H., Roslaniec M., Frimer A.A., Afri M., Freeman D., Mazur Y., Ehrenberg B. Solvatochromic effects in the electronic absorption and NMR spectra of hypericin in organic solvents and in lipid bilayers. Photochem. Photobiol. 73:2001;110-118
    • (2001) Photochem. Photobiol. , vol.73 , pp. 110-118
    • Weitman, H.1    Roslaniec, M.2    Frimer, A.A.3    Afri, M.4    Freeman, D.5    Mazur, Y.6    Ehrenberg, B.7
  • 61
    • 0034236763 scopus 로고    scopus 로고
    • 13C NMR studies of conformational dynamics in 2,2,5,7,8-pentamethylchroman-6-ol derivatives in solution and the solid state
    • 13C NMR studies of conformational dynamics in 2, 2, 5, 7, 8-pentamethylchroman-6-ol derivatives in solution and the solid state J. Chem. Soc., Perkin Trans. 2:2000;1471-1476
    • (2000) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 1471-1476
    • Witkowski, S.1    MacIejewska, D.2    Wawer, I.3


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