Coenzyme-Q 10  Promotes Lipid Phases of High Molecular Mobility when Interacting with  1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphatidylserine:  a  13 C and  31 P Solid-State Nuclear Magnetic Resonance Study

Carsten A. Wilhelmsen; Magnus Jensen; Willy Nerdal

doi:10.15866/ireche.v8i1.11561

Coenzyme-Q₁₀ Promotes Lipid Phases of High Molecular Mobility when Interacting with 1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphatidylserine: a ¹³C and ³¹P Solid-State Nuclear Magnetic Resonance Study

Carsten A. Wilhelmsen^(1*), Magnus Jensen⁽²⁾, Willy Nerdal⁽³⁾

^(*) Corresponding author

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Abstract

Coenzyme Q10, CoQ10, or ubiquinone is composed of ten isoprene units and a quinoid moiety capable of taking part in redox reactions and its reduced form, ubiquinol, is a potent free radical scavenger in lipid membranes. In this study 0, 2, 4 and 10 mol% CoQ10 in 1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphatidylserine (POPS) bilayer have been prepared and 13C magic angle spinning (MAS) nuclear magnetic resonance (NMR) as well as static and MAS 31P NMR experiments have been carried out. The results show that CoQ10 added to the POPS bilayer will modify the properties of the lipid matrix and promote appearance of lipid phases of higher molecular mobility than what is found in the corresponding pure POPS bilayer. The formation of CoQ10 containing lipid phases of high molecular mobility in membranes can be important for the biological function of CoQ10.
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Keywords

Free Radical Scavenger; CoQ10 Interaction with POPS; 13C-MAS NMR; 31P-MAS NMR; Static 31P-NMR

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References

C.I. Ragan, The role of phospholipids in the reduction of ubiquinone analoges by the mitochondrial reduced nicotineamide-adenine dinucleotide-ubiquinone oxidoreductase complex, Biochemical Journal, Volume 172, (Part 3), June 1978, Pages 539-547.
http://dx.doi.org/10.1042/bj1720539

M. Tutunen, J. Olsson, G. Dallner, Metabolism and function of coenzyme Q, Biochimica Biophysica Acta, Volume 1660, (Issues 1-2), January 2004, Pages 171-199.
http://dx.doi.org/10.1016/j.bbamem.2003.11.012

H. Noack, U. Kaube, W. Augustin, Relations Between Tocopherol Depletion and Coenzyme Q During LipidPeroxidation in rat Liver Mitochondria, Free Radical Research, Volume 20, (Issue 6), January 1994, Pages 375-386.
http://dx.doi.org/10.3109/10715769409145637

P. Forsmark-Andree, C.-P. Lee, G. Dallner, L. Ernster, Lipid peroxidation and changes in the ubiquinone content and the respiratory chain enzymes of submitochondrial particles, Free Radical Biology & Medicine, Volume 22, (Issue 3), 1997, Pages 391-400.
http://dx.doi.org/10.1016/s0891-5849(96)00330-9

M. Jemiolo-Rzeminska, B. Mysliwa-Kurdziel, K. Strzalka, The influence of structure and redox sate of prenylquinones on thermotropic phase behaviour of phospholipids in modell membranes, Chemistry and Physics of Lipids, Volume 114, (Issue 2), February 2002, Pages 169-180.
http://dx.doi.org/10.1016/s0009-3084(01)00207-9

B. Barbiroli, C. Frassineti, P. Marinelli, S. Iotti, R. Lodi, P. Cortelli, P. Montagna, Coenzyme Q10 improves mitochondrial respiration in patients with mitochondrial cytopthies. An in vivo study on brain and skeletal muscle by phosphorous magnetic resonance spectroscopy, Cellular and Molecular Biology, Volume 43, (Issue 5), July 1997, Pages 741-749.
http://dx.doi.org/10.1007/978-1-4615-6111-8_2

W.J. Koroshetz, B.G. Jenkins, B.R. Rosen, M.F. Beal, Energy metabolism defects in Huntington’s disease and effects of coenzyme Q10, Annals of Neurology, Volume 41, (Issue 2), February 1997, Pages 160-165.
http://dx.doi.org/10.1002/ana.410410206

C.W. Shults, R.H. Haas, D. Passov, M.F. Beal, Coenzyme Q10 levels correlate with the activities of complexes I and II/III in mitochodria from parinsonian and nonparkinsonian subjects, Annals of Neurology, Volume 42, (Issue 2), August 1997, Pages 261-264.
http://dx.doi.org/10.1002/ana.410420221

A. Contestabile, Oxidative stress in neurodegeneration: mechanisms and therapeutic perspectives, Current Topics in Medicinal Chemistry, Volume 1, (Issue 6), 2001, Pages 553-568.
http://dx.doi.org/10.2174/1568026013394723

M.A. Stidham, T.J. McIntosh, J.N. Siedow, On the localization of ubiquinone in phosphatidylcholine bilayers, Biochimica et. Biophysica Acta, Volume 767, (Issue 3), December 1984, Pages 423- 431.
http://dx.doi.org/10.1016/0005-2728(84)90040-9

A. Alonso, J.C. Gomez-Fernandez, F.J. Aranda, F.J.F. Belda, F.M. Goni, On the interaction of ubiquinones with phospholipids bilayers, Federation of European Biochemical Societies Letters, Volume 132, (Issue 1), 1981, Pages 19-23.
http://dx.doi.org/10.1016/0014-5793(81)80418-8

T. Hauss, S. Dante, T.H. Haines, N.A. Dencher, Localization of Q10 in the center of a deuterated lipid membrane by neutron diffraction, Biochimica et.Biophysica Acta, Volume 1710, (Issue 1), November 2005. Pages 57-62.
http://dx.doi.org/10.1016/j.bbabio.2005.08.007

G. Metz, K.P. Howard, W.B.S. van Liemt, J.H. Prestegard, S.O. Smith, NMR studies of ubiquinone location in oriented Model membranes: Evidence for a single Motionally averaged population, Journal of American Chemical Society, Volume 117, (Issue 1), January 1995, Pages 564-565.
http://dx.doi.org/10.1021/ja00106a078

B.A. Cornel, M.A. Keniry, A. Post, R.N. Robertson, L.E. Weir, P.W. Westerman, Location and Activity of Ubiquinone 10 and Ubiquinone analogues in Model and Biological Membranes. Biochemistry, Volume 26, (Issue 24), December 1987, Pages 7702-7707.
http://dx.doi.org/10.1021/bi00398a025

G. Lenaz, B. Samori, R. Fato, M. Battino, P.C. Castelli, I. Domini, Localization and preferred orientations of ubiquinone homologs in model bilayers, Biochemical Cell Biology, Volume 70, (Issue 6), June 1992, Pages 504-514.
http://dx.doi.org/10.1139/o92-078

H. Katzikas, P.J. Quinn, The interaction of coenzyme Q with dipalmitoylphosphatidylcholine bilayers, Federation of European Biochemical Societies Letters, Volume 133, (Issue 2), November 1981, Pages 230-234.
http://dx.doi.org/10.1016/0014-5793(81)80512-1

H. Katzikas, P.J. Quinn, The distribution of ubiquinone-10 in phospholipid bilayers, European Journal of Biochemistry, Volume 124, (Issue 1), May 1982, Pages 165-169.
http://dx.doi.org/10.1111/j.1432-1033.1982.tb05920.x

H. Katzikas, P.J. Quinn, The thermotopic properties of coenzyme Q10 and its lower homologues, Journal of Bioenergetics and Biomembranes, Volume 15, (Issue 2), 1983, Pages 67-79.
http://dx.doi.org/10.1007/bf00743220

H. Katzikas, P.J. Quinn, Fluorescence probe studies of the distribution of ubiquinone homologues in bilayers of dipalmitoylglycerophosphocholine, European Journal of Biochemistry, Volume 131, (Issue 3), April 1983, Pages 607-612.
http://dx.doi.org/10.1111/j.1432-1033.1983.tb07306.x

M. Ondarroa, P.J. Quinn, Proton magnetic resonance spectroscopic studies of the interaction of ubiquinone-10 with phospholipid model membranes, European Journal of Biochemistry, Volume 155, (Issue 2), March 1986, Pages 353-361.
http://dx.doi.org/10.1111/j.1432-1033.1986.tb09498.x

K. Rajarathnam, J.K .Hochman, M. Schindler, S. Ferguson-Miller, Syntesis, Location, and lateral mobility of fluorescently labeled ubiquinone 10 in mitochondrial and artificial membranes, Biochemistry, Volume 28, (Issue 8), April 1989, Pages 3168-3176.
http://dx.doi.org/10.1021/bi00434a009

J. Salgado, J. Villalain, J.C. Gomez-Fernandez, Magic angle spinning 13C-NMR spin lattice relaxation study of the localization and effects of α-tocopherol, ubiquinon-10 and ubiquinol-10 in unsonicated modell membranes, European Biophysical Journal, Volume 22, (Issue 2), June 1993, Pages 151-155.
http://dx.doi.org/10.1007/bf00196919

M. Afri, B. Ehrenberg, Y. Talmon, J. Schmidt, Y. Cohen, A.A. Frimer, Active oxygen chemistry within the liposomal bilayer Part 3: locating Vitamin E, Ubiquinol and ubiquinone and their derivatives in the phospholipid bilayer, Chemistry and Physics of Lipids, Volume 131, (Issue 1), August 2004, Pages 107-121.
http://dx.doi.org/10.1016/j.chemphyslip.2004.04.007

D. Papahadjopoulos, G. Poste, B. E. Schaeffer, W. J. Vail, membrane fusion and molecular segregation in phospholipid vesicles, Biochimica et. Biophysica Acta, Volume 352, (Issue 1), May 1974, Pages 10-28.
http://dx.doi.org/10.1016/0005-2736(74)90175-8

O. Quehenberger, A.M. Armando, A.H. Brown, S.B. Milne, D.S. Myers, A.H. Merrill, S. bandyopadhyay, K.N. Jones, S. Kelly, R.L. Shaner, C.M. Sullards, E. Wang, R.C. Murphy, R.M. Barkley, T.J. Leiker, C.R.H. Raetz, Z. Guan, G.M. laird, D.A. Six, D.W. Russell, J.G. McDonald, S. Subramaniam, E. Fahy, E.A. Dennis, Lipidomics reveals a remarkable diversity of lipids in human plasma, Journal of Lipid Research, Volume 51, (Issue 11), November 2010, Pages 3299-3305.
http://dx.doi.org/10.1194/jlr.m009449

W. Nerdal, S.A. Gundersen, V. Thorsen, H. Høiland. H. Holmsen, Chlorpromazine interaction with glycerophospholipid liposomes studied by magic angle spinning solid state 13C-NMR and differential scanning calorimetry, Biochimica et. Biophysica Acta, Volume 1464, (Issue 1), March 2000, Pages 165-175.
http://dx.doi.org/10.1016/s0005-2736(00)00125-5

C. Song, H. Lygre, W. Nerdal, Articaine interaction with DSPC bilayer: A 13C and 31P solid-state NMR study, European Journal of Pharmaceutical Sciences, Volume 33, (Issues 4-5), April 2008, Pages 399–408.
http://dx.doi.org/10.1016/j.ejps.2008.01.010

M. Jensen, W. Nerdal, Anticancer Cisplatin Interactions with Bilayers of Total Lipid Extract from Pig Brain: A 13C, 31P and 15N Solid-State NMR Study, European Journal of Pharmaceutical Sciences, Volume 34, (Issues 2-3), July 2008, Pages 140–148.
http://dx.doi.org/10.1016/j.ejps.2008.03.002

M. Levitt, Symmetrical composite pulse sequences for NMR population inversion: I. Compensation of radiofrequency field inhomogeneity, Journal of Magnetic Resonance Volume 48, (Issue 2), June 1982, Pages 234–264.
http://dx.doi.org/10.1016/0022-2364(82)90275-x

M. Bak, J.T. Rasmussen, N.C. Nielsen, SIMPSON: A General Simulation Program for Solid-State NMR Spectroscopy, Journal of Magnetic Resonance Volume 147, (Issue 2), December 2000, Pages 296 – 330.
http://dx.doi.org/10.1006/jmre.2000.2179

M. Jensen, M. Bjerring, N.C. Nielsen, W. Nerdal, Cisplatin interaction with phosphatidylserine bilayer studied by solid-state NMR spectroscopy, Journal of Biological Inorganic Chemistry, Volume 15, (Number 2), February 2010, Pages 213–223.
http://dx.doi.org/10.1007/s00775-009-0586-5

W. B. S. van Liemt, G. J. Boender, P. Gast, A. J. Hoff, J. Lugtenburg, H. J. M. de Groot, 13C Magic Angle Spinning NMR Characterization of the Functionally Asymmetric QA Binding in Rhodobacter sphaeroides R26 Photosynthetic Reaction Centers Using Site-Specific 13C - Labeled Ubiquinone-10. Biochemistry, Volume 34, (Issue 32), August 1995, Pages 10229- 10236.
http://dx.doi.org/10.1021/bi00032a017

J. Seelig, 31P nuclear magnetic resonance and the head group structure of Phospholipids in membranes, Biochimica et Biophysica Acta, Volume 515, (Issue 2), July 1978, Pages 105-140.
http://dx.doi.org/10.1016/0304-4157(78)90001-1

C. Song, W. Nerdal, Olanzapine interaction with dipalmitoylphosphatidylcholine (DPPC) and 1-palmitoyl-2-oleoylphosphatidylserine (POPS) bilayer: A 13C and 31P solid-state NMR study, Biophysical Chemistry, Volume 134, (Issues 1-2), April 2008, Pages 47-55.
http://dx.doi.org/10.1016/j.bpc.2008.01.002

A.R. Quirt, J. R. Lyerla Jr., I.R. Peat, J.S. Cohen, W.F. Reynolds, M.H. Freedman, Carbon- 13 Nuclear Magnetic Resonance Titration Shifts in Amino Acids, Journal of American Chemical Society, Volume 96, (Issue 2), January 1974, Pages 570-574.
http://dx.doi.org/10.1021/ja00809a038

P.J. Cozzone, O. Jardetzky, Phosphorus-31 Fourier Transform Nuclear Magnetic Resonance Study of Mononucleotides and Dinucleotides. 1. Chemical Shifts, Biochemistry, Volume 15, (Issue 22), November 1976, Pages 4853-4859.
http://dx.doi.org/10.1021/bi00667a016

D.L. Holwerda, P.D. Ellis, R.E. Wuthier, Carbon- 13 and Phosphorus-31 Nuclear Magnetic Resonance Studies on Interaction of Calcium with Phosphatidylserine, Biochemistry, Volume 20, (Issue 2), January 1981, Pages 418-428.
http://dx.doi.org/10.1021/bi00505a030

J.M. Seddon, Structure of the inverted hexagonal (HII) phase, and non- lamellar phase transitions of lipids, Biochimica et Biophysica Acta, Volume 1031, (Issue 1), February 1990, Pages 1-69.
http://dx.doi.org/10.1016/0304-4157(90)90002-t

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