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Volumn 164, Issue 1, 2011, Pages 70-77

Sterol chemical configuration and conformation influence the thermotropic phase behaviour of dipalmitoylphosphatidylcholine mixtures containing 5β-cholestan-3β- and -3α-ol

Author keywords

Cholesterol; Coprostanol; Differential scanning calorimetry; Epicoprostanol; Phosphatidylcholine; Phospholipid thermotropic phase behaviour; Sterol lipid interactions

Indexed keywords

COPROSTEROL; DIPALMITOYLPHOSPHATIDYLCHOLINE; EPICOPROSTEROL; STEROL; UNCLASSIFIED DRUG;

EID: 78650267156     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphyslip.2010.10.005     Document Type: Article
Times cited : (10)

References (47)
  • 1
    • 33846642714 scopus 로고    scopus 로고
    • The role of cholesterol and sphingolipids in chemokine receptor function and HIV-1 envelope glycoprotein-mediated fusion
    • DOI 10.1186/1743-422X-3-104
    • S. Ablan, S.S. Rawat, M. Viard, J.M. Wang, A. Puri, and R. Blumenthal The role of cholesterol and sphingolipids in chemokine receptor function and HIV-I envelope glycoprotein-mediated fusion Virol. J. 3 2006 104 PMID: 17187670 (Pubitemid 46177996)
    • (2006) Virology Journal , vol.3 , pp. 104
    • Ablan, S.1    Rawat, S.S.2    Viard, M.3    Ji, M.W.4    Puri, A.5    Blumenthal, R.6
  • 2
    • 34248365632 scopus 로고    scopus 로고
    • Assess the nature of cholesterol-lipid interactions through the chemical potential of cholesterol in phosphatidylcholine bilayers
    • DOI 10.1073/pnas.0611450104
    • M.R. Ali, K.H. Cheng, and J. Huang Assess the nature of cholesterol-lipid interactions through the chemical potential of cholesterol in phosphatidylcholine bilayers Proc. Natl. Acad. Sci. U.S.A. 104 2007 5372 5377 (Pubitemid 47175687)
    • (2007) Proceedings of the National Academy of Sciences of the United States of America , vol.104 , Issue.13 , pp. 5372-5377
    • Ali, Md.R.1    Kwan, H.C.2    Huang, J.3
  • 4
    • 7444230581 scopus 로고    scopus 로고
    • Sphingomyelin and cholesterol: From membrane biophysics and rafts to potential medical applications
    • Y. Barenholz Sphingomyelin and cholesterol: from membrane biophysics and rafts to potential medical applications Subcell. Biochem. 37 2004 167 215
    • (2004) Subcell. Biochem. , vol.37 , pp. 167-215
    • Barenholz, Y.1
  • 5
    • 0000281796 scopus 로고
    • The conformation of the steroid nucleus
    • D.H.R. Barton The conformation of the steroid nucleus Experentia VI 1950 316 320
    • (1950) Experentia , vol.6 , pp. 316-320
    • Barton, D.H.R.1
  • 6
    • 0000466504 scopus 로고
    • The principles of conformational analysis
    • D.H.R. Barton The principles of conformational analysis Science 169 1970 539 544
    • (1970) Science , vol.169 , pp. 539-544
    • Barton, D.H.R.1
  • 7
    • 1642422735 scopus 로고    scopus 로고
    • Trojan horse-like behavior of a biologically representative mixture of oxysterols
    • DOI 10.1016/j.mam.2004.02.016, PII S0098299704000172
    • F. Biasi, C. Mascia, M. Astegiano, E. Chiarpotto, M. Nano, B. Vizio, G. Leonarduzzi, and G. Poli Trojan horse-like behavior of a biologically representative mixture of oxysterols Free Radical Biol. Med. 47 2009 1731 1741 (Pubitemid 38401939)
    • (2004) Molecular Aspects of Medicine , vol.25 , Issue.1-2 , pp. 155-167
    • Leonarduzzi, G.1    Biasi, F.2    Chiarpotto, E.3    Poli, G.4
  • 9
    • 0038314400 scopus 로고    scopus 로고
    • Virus entry, assembly, budding, membrane rafts
    • DOI 10.1128/MMBR.67.2.226-237.2003
    • N. Chazal, and D. Gerlier Virus entry, assembly, budding, and membrane rafts Microbiol. Mol. Biol. Rev. 67 2003 226 237 (Pubitemid 36693473)
    • (2003) Microbiology and Molecular Biology Reviews , vol.67 , Issue.2 , pp. 226-237
    • Chazal, N.1    Gerlier, D.2
  • 10
    • 0037201936 scopus 로고    scopus 로고
    • Role of sphingomyelinase and ceramide in modulating rafts: Do biophysical properties determine biologic outcome?
    • DOI 10.1016/S0014-5793(02)03489-0, PII S0014579302034890
    • A.E. Cremesti, F.M. Goni, and R. Kolesnick Role of sphingomyelinase and ceramide in modulating rafts: do biophysical properties determine biologic outcome? FEBS Lett. 531 2002 47 53 (Pubitemid 35232783)
    • (2002) FEBS Letters , vol.531 , Issue.1 , pp. 47-53
    • Cremesti, A.E.1    Goni, F.M.2    Kolesnick, R.3
  • 11
    • 55749114033 scopus 로고    scopus 로고
    • Interaction between Alzheimer's A beta(25-35) peptide and phospholipid bilayers: The role of cholesterol
    • G. D'Errico, G. Vitiello, O. Ortona, A. Tedeschi, A. Ramunno, and A.M. D'Ursi Interaction between Alzheimer's A beta(25-35) peptide and phospholipid bilayers: the role of cholesterol Biochim. Biophys. Acta 1778 2008 2710 2716
    • (2008) Biochim. Biophys. Acta , vol.1778 , pp. 2710-2716
    • D'Errico, G.1    Vitiello, G.2    Ortona, O.3    Tedeschi, A.4    Ramunno, A.5    D'Ursi, A.M.6
  • 12
    • 0034129067 scopus 로고    scopus 로고
    • Cholesterol crystalline polymorphism and the solubility of cholesterol in phosphatidylserine
    • R.M. Epand, D. Bach, N. Borochov, and E. Wachtel Cholesterol crystalline polymorphism and the solubility of cholesterol in phosphatidylserine Biophys. J. 78 2000 866 873 (Pubitemid 30211844)
    • (2000) Biophysical Journal , vol.78 , Issue.2 , pp. 866-873
    • Epand, R.M.1    Bach, D.2    Borochov, N.3    Wachtel, E.4
  • 13
    • 58149188064 scopus 로고    scopus 로고
    • Effects of ceramide and other simple sphingolipids on membrane lateral structure
    • F.M. Goñi, and A. Alonso Effects of ceramide and other simple sphingolipids on membrane lateral structure Biochim. Biophys. Acta 1788 2009 169 177
    • (2009) Biochim. Biophys. Acta , vol.1788 , pp. 169-177
    • Goñi, F.M.1    Alonso, A.2
  • 14
    • 0037762570 scopus 로고    scopus 로고
    • Formation of functional cell membrane domains: The interplay of lipid- and protein-mediated interactions
    • DOI 10.1098/rstb.2003.1274
    • T. Harder Formation of functional cell membrane domains: the interplay of lipid- and protein-mediated interactions Philos. Trans. R. Soc. Lond. B, Biol. Sci. 358 2003 863 868 (Pubitemid 36639709)
    • (2003) Philosophical Transactions of the Royal Society B: Biological Sciences , vol.358 , Issue.1433 , pp. 863-868
    • Harder, T.1
  • 16
    • 53549101284 scopus 로고    scopus 로고
    • Identification of activity area signatures in a reconstructed Iron Age house by combining element and lipid analyses of sediments
    • B. Hjulström, and S. Isaksson Identification of activity area signatures in a reconstructed Iron Age house by combining element and lipid analyses of sediments J. Archaeol. Sci. 36 2009 174 183
    • (2009) J. Archaeol. Sci. , vol.36 , pp. 174-183
    • Hjulström, B.1    Isaksson, S.2
  • 17
    • 51049094034 scopus 로고    scopus 로고
    • Unique backbone-water interaction detected in sphingomyelin bilayers with H-1/P-31 and H-1/C-13 HETCOR MAS-NMR spectroscopy
    • G.P. Holland, and T.M. Alam Unique backbone-water interaction detected in sphingomyelin bilayers with H-1/P-31 and H-1/C-13 HETCOR MAS-NMR spectroscopy Biophys. J. 95 2008 1189 1198
    • (2008) Biophys. J. , vol.95 , pp. 1189-1198
    • Holland, G.P.1    Alam, T.M.2
  • 18
    • 0030175243 scopus 로고    scopus 로고
    • Coprostanol in a sediment core from the anoxic Tan-Shui Estuary, Taiwan
    • DOI 10.1006/ecss.1996.0046
    • W.-L. Jeng, and B.-C. Han Coprostanol in a sediment core from the anoxic Tan-Shui estuary, Taiwan Estuar. Coast. Shelf Sci. 42 1996 727 735 (Pubitemid 26287586)
    • (1996) Estuarine, Coastal and Shelf Science , vol.42 , Issue.6 , pp. 727-735
    • Jeng, W.-L.1    Han, B.-C.2
  • 19
    • 17044371853 scopus 로고    scopus 로고
    • Phase behaviour of dipalmitoyl phosphatidylcholine (DPPC)-cholesterol membranes
    • DOI 10.1088/0953-8984/17/14/006
    • S. Karmakar, V.A. Raghunathan, and S. Mayor Phase behaviour of dipalmitoyl-phosphatidylcholine (DPPC)-cholesterol membranes J. Phys.: Condens. Matter 17 2005 S1177 S1182 (Pubitemid 40500131)
    • (2005) Journal of Physics Condensed Matter , vol.17 , Issue.14
    • Karmakar, S.1    Raghunathan, V.A.2    Mayor, S.3
  • 20
    • 0036877383 scopus 로고    scopus 로고
    • Ab initio electronic structure of the progestogen norethisterone and its 5α-derivatives
    • DOI 10.1016/S0960-0760(02)00191-7, PII S0960076002001917
    • C. Kubli-Garfias, R. Vázquez, A.J. Cooney, and F. Larrea Ab initio electronic structure of the progestogen norethisterone and its 5-alpha-derivatives J. Steroid Biochem. Mol. Biol. 82 2002 385 391 (Pubitemid 36187401)
    • (2002) Journal of Steroid Biochemistry and Molecular Biology , vol.82 , Issue.4-5 , pp. 385-391
    • Kubli-Garfias, C.1    Vazquez, R.2    Cooney, A.J.3    Larrea, F.4
  • 21
    • 34347361672 scopus 로고    scopus 로고
    • Comparison of the interaction of dihydrocholesterol and cholesterol with sphingolipid or phospholipid Langmuir monolayers
    • DOI 10.1016/j.colsurfb.2007.04.017, PII S0927776507001762
    • E. Lancelot, and C. Grauby-Heywang Comparison of the interaction of dihydrocholesterol and cholesterol with sphingolipid or phospholipid Langmuir monolayers Colloids Surf. B 59 2007 81 86 (Pubitemid 47016927)
    • (2007) Colloids and Surfaces B: Biointerfaces , vol.59 , Issue.1 , pp. 81-86
    • Lancelot, E.1    Grauby-Heywang, C.2
  • 22
    • 36549019514 scopus 로고    scopus 로고
    • Differential scanning calorimetry in the study of lipid phase transitions in model and biological membranes: Practical considerations
    • DOI 10.1385/1-59745-519-9:171, Methods in Membrane Lipids
    • R.N.A.H. Lewis, D.A. Mannock, and R.N. McElhaney Differential scanning calorimetry in the study of lipid phase transitions in model and biological membranes: practical considerations A. Dopico, Methods in Membrane Lipids 2007 Humana Press Totown, NJ 171 195 (Pubitemid 350183689)
    • (2007) Methods in Molecular Biology , vol.400 , pp. 171-195
    • Lewis, R.N.A.H.1    Mannock, D.A.2    McElhaney, R.N.3
  • 24
    • 0037304550 scopus 로고    scopus 로고
    • Effects of natural and enantiomeric cholesterol on the thermotropic phase behavior and structure of egg sphingomyelin bilayer membranes
    • D.A. Mannock, T.J. McIntosh, X. Jiang, D.F. Covey, and R.N. McElhaney Effects of natural and enantiomeric cholesterol on the thermotropic phase behavior and structure of egg sphingomyelin bilayers Biophys. J. 84 2003 1038 1046 (Pubitemid 36133428)
    • (2003) Biophysical Journal , vol.84 , pp. 1038-1046
    • Mannock, D.A.1    McIntosh, T.J.2    Jiang, X.3    Covey, D.F.4    McElhaney, R.N.5
  • 25
    • 33751210938 scopus 로고    scopus 로고
    • Comparative calorimetric and spectroscopic studies of the effects of lanosterol and cholesterol on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes
    • D.A. Mannock, R.N.A.H. Lewis, and R.N. McElhaney Comparative calorimetric and spectroscopic studies of the effects of lanosterol and cholesterol on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes Biophys. J. 91 2006 3327 3340
    • (2006) Biophys. J. , vol.91 , pp. 3327-3340
    • Mannock, D.A.1    Lewis, R.N.A.H.2    McElhaney, R.N.3
  • 26
    • 52049103819 scopus 로고    scopus 로고
    • Comparative calorimetric and spectroscopic studies of the effects of cholesterol and epicholesterol on the thermotropic phase behaviour of dipalmitoylphosphatidylcholine bilayer membranes
    • D.A. Mannock, M.Y. Lee, R.N. Lewis, and R.N. McElhaney Comparative calorimetric and spectroscopic studies of the effects of cholesterol and epicholesterol on the thermotropic phase behaviour of dipalmitoylphosphatidylcholine bilayer membranes Biochim. Biophys. Acta 1778 2008 2191 2202
    • (2008) Biochim. Biophys. Acta , vol.1778 , pp. 2191-2202
    • Mannock, D.A.1    Lee, M.Y.2    Lewis, R.N.3    McElhaney, R.N.4
  • 27
    • 76749098493 scopus 로고    scopus 로고
    • A calorimetric and spectroscopic comparison of the effects on ergosterol and cholesterol on the thermotropic phase behavior of dipalmitoylphosphatidylcholine bilayer membranes
    • D.A. Mannock, R.N.A.H. Lewis, and R.N. McElhaney A calorimetric and spectroscopic comparison of the effects on ergosterol and cholesterol on the thermotropic phase behavior of dipalmitoylphosphatidylcholine bilayer membranes Biochim. Biophys. Acta 1798 2010 376 388
    • (2010) Biochim. Biophys. Acta , vol.1798 , pp. 376-388
    • Mannock, D.A.1    Lewis, R.N.A.H.2    McElhaney, R.N.3
  • 28
    • 77954215798 scopus 로고    scopus 로고
    • The effect of variations in phospholipid and sterol structure on the nature of lipid-sterol interactions in lipid bilayer model membranes
    • D.A. Mannock, R.N.A.H. Lewis, T.P.W. McMullen, and R.N. McElhaney The effect of variations in phospholipid and sterol structure on the nature of lipid-sterol interactions in lipid bilayer model membranes Chem. Phys. Lipids 163 2010 403 448
    • (2010) Chem. Phys. Lipids , vol.163 , pp. 403-448
    • Mannock, D.A.1    Lewis, R.N.A.H.2    McMullen, T.P.W.3    McElhaney, R.N.4
  • 29
    • 0027506564 scopus 로고
    • Differential scanning calorimetric study of the effect of cholesterol on the thermotropic phase behavior of a homologous series of linear saturated phosphatidylcholines
    • T.P.W. McMullen, R.N.A.H. Lewis, and R.N. McElhaney Differential scanning calorimetric study of the effect of cholesterol on the thermotropic phase behavior of a homologous series of linear saturated phosphatidylcholines Biochemistry 32 1993 516 522
    • (1993) Biochemistry , vol.32 , pp. 516-522
    • McMullen, T.P.W.1    Lewis, R.N.A.H.2    McElhaney, R.N.3
  • 30
    • 0028344134 scopus 로고
    • 31P NMR spectroscopic studies of the effects of cholesterol and androstenol on the thermotropic behavior and organization of phosphatidylcholine bilayers
    • 31P NMR spectroscopic studies of the effects of cholesterol and androstenol on the thermotropic behavior and organization of phosphatidylcholine bilayers Biophys. J. 66 1994 741 752
    • (1994) Biophys. J. , vol.66 , pp. 741-752
    • McMullen, T.P.W.1    Lewis, R.N.A.H.2    McElhaney, R.N.3
  • 31
    • 59249090247 scopus 로고    scopus 로고
    • Calorimetric and spectroscopic studies of the effects of cholesterol on the thermotropic phase behavior and organization of a homologous series of linear saturated phosphatidylglycerol bilayer membranes
    • T.P. McMullen, R.N.A.H. Lewis, and R.N. McElhaney Calorimetric and spectroscopic studies of the effects of cholesterol on the thermotropic phase behavior and organization of a homologous series of linear saturated phosphatidylglycerol bilayer membranes Biochim. Biophys. Acta 1788 2009 345 357
    • (2009) Biochim. Biophys. Acta , vol.1788 , pp. 345-357
    • McMullen, T.P.1    Lewis, R.N.A.H.2    McElhaney, R.N.3
  • 32
    • 0019796389 scopus 로고
    • Thin-layer and gas-liquid chromatographic identification of neutral steroids in human and rat feces
    • D.J. McNamara, A. Proia, and T.A. Miettinen Thin-layer and gas-liquid-chromatographic identification of neutral steroids in human and rat feces J. Lipid Res. 22 1981 474 484 (Pubitemid 11076141)
    • (1981) Journal of Lipid Research , vol.22 , Issue.3 , pp. 474-484
    • McNamara, D.J.1    Proia, A.2    Miettinen, T.A.3
  • 33
    • 0032921534 scopus 로고    scopus 로고
    • Electronic structure and biological activity of steroids
    • DOI 10.1016/S0301-4622(99)00027-7, PII S0301462299000277
    • I. Novak, and B. Kovac Electronic structure and biological activity of steroids Biophys. Chem. 78 1999 233 240 (Pubitemid 29189163)
    • (1999) Biophysical Chemistry , vol.78 , Issue.3 , pp. 233-240
    • Novak, I.1    Kovac, B.2
  • 34
    • 0037961518 scopus 로고    scopus 로고
    • A calorimetric study of binary mixtures of dihydrosphingomyelin and sterols, sphingomyelin, or phosphatidylcholine
    • T.K.M. Nyholm, M. Nylund, and J.P. Slotte A calorimetric study of binary mixtures of dihydrosphingomyelin and sterols, sphingomyelin, or phosphatidylcholine Biophys. J. 84 2003 3138 3146 (Pubitemid 36531761)
    • (2003) Biophysical Journal , vol.84 , Issue.5 , pp. 3138-3146
    • Nyholm, T.K.M.1    Nylund, M.2    Slotte, J.P.3
  • 35
    • 60649114064 scopus 로고    scopus 로고
    • Thyroid inhibitory, antiperoxidative and hypoglycemic effects of stigmasterol isolated from Butea monosperma
    • S. Panda, M. Jafri, A. Kar, and B.K. Meheta Thyroid inhibitory, antiperoxidative and hypoglycemic effects of stigmasterol isolated from Butea monosperma Fitoterapia 80 2009 123 126
    • (2009) Fitoterapia , vol.80 , pp. 123-126
    • Panda, S.1    Jafri, M.2    Kar, A.3    Meheta, B.K.4
  • 36
    • 33845349236 scopus 로고    scopus 로고
    • Sphingolipids and the formation of sterol-enriched ordered membrane domains
    • DOI 10.1016/j.bbamem.2006.05.020, PII S0005273606002045, Sphingolipids, Apoptosis and Disease
    • B. Ramstedt, and J.P. Slotte Sphingolipids and the formation of sterol-enriched ordered membrane domains Biochim. Biophys. Acta 1758 2006 1945 1956 (Pubitemid 44879357)
    • (2006) Biochimica et Biophysica Acta - Biomembranes , vol.1758 , Issue.12 , pp. 1945-1956
    • Ramstedt, B.1    Slotte, J.P.2
  • 37
    • 0026522092 scopus 로고
    • 2H NMR, FTIR, DSC and neutron scattering study
    • 2H NMR, FTIR, DSC and neutron scattering study Biophys. J. 61 1992 1025 1035
    • (1992) Biophys. J. , vol.61 , pp. 1025-1035
    • Reinl, H.1    Brumm, T.2    Bayerl, T.M.3
  • 39
    • 0036113491 scopus 로고    scopus 로고
    • Relationships between molecular properties and antimycobacterial activities of steroids
    • J.K. Rugutt, and K.J. Rugutt Relationships between molecular properties and antimycobacterial activities of steroids Nat. Prod. Lett. 16 2002 107 113
    • (2002) Nat. Prod. Lett. , vol.16 , pp. 107-113
    • Rugutt, J.K.1    Rugutt, K.J.2
  • 40
    • 51649118903 scopus 로고    scopus 로고
    • Interfacial behavior of cholesterol, ergosterol, and lanosterol in mixtures with DPPC and DMPC
    • K. Sabatini, J.-P. Mattila, and P.K.J. Kinnunen Interfacial behavior of cholesterol, ergosterol, and lanosterol in mixtures with DPPC and DMPC Biophys. J. 95 2008 2340 2355
    • (2008) Biophys. J. , vol.95 , pp. 2340-2355
    • Sabatini, K.1    Mattila, J.-P.2    Kinnunen, P.K.J.3
  • 42
    • 33646147145 scopus 로고    scopus 로고
    • Phase behaviour of lipid monolayers containing DPPC and cholesterol analogs
    • B.L. Stottrup, and S.L. Keller Phase behaviour of lipid monolayers containing DPPC and cholesterol analogs Biophys. J. 90 2006 3176 3183
    • (2006) Biophys. J. , vol.90 , pp. 3176-3183
    • Stottrup, B.L.1    Keller, S.L.2
  • 43
    • 71849083577 scopus 로고    scopus 로고
    • Lipids in hostpathogen interactions: Pathogens exploit the complexity of the host cell lipidome
    • Y.P.M. van der Meer-Janssen, J. van Galen, J.J. Batenburg, and J.B. Helms Lipids in hostpathogen interactions: pathogens exploit the complexity of the host cell lipidome Prog. Lipid Res. 49 2010 1 26
    • (2010) Prog. Lipid Res. , vol.49 , pp. 1-26
    • Van Der Meer-Janssen, Y.P.M.1    Van Galen, J.2    Batenburg, J.J.3    Helms, J.B.4
  • 44
    • 68749106894 scopus 로고    scopus 로고
    • Lipids and membrane microdomains in HIV-1 replication
    • A.A. Waheed, and E.O. Freed Lipids and membrane microdomains in HIV-1 replication Virus Res. 143 2009 162 176
    • (2009) Virus Res. , vol.143 , pp. 162-176
    • Waheed, A.A.1    Freed, E.O.2
  • 45
    • 53749088102 scopus 로고    scopus 로고
    • Pathologic prion protein infects cells by lipid-raft dependent macropinocytosis
    • 101371/journalpone0003314
    • J.S. Wadia, M. Schaller, R.A. Williamson, and S.F. Dowdy Pathologic prion protein infects cells by lipid-raft dependent macropinocytosis PLoS ONE 3 2008 e3314 10.1371/journal.pone.0003314
    • (2008) PLoS ONE , vol.3 , pp. 3314
    • Wadia, J.S.1    Schaller, M.2    Williamson, R.A.3    Dowdy, S.F.4
  • 47
    • 68949114443 scopus 로고    scopus 로고
    • Effects of lipid composition and phase on the membrane interaction of the prion peptide 106-126 amide
    • J. Zhong, C. Yang, W. Zheng, L. Huang, Y. Hong, L. Wang, and Y. Sha Effects of lipid composition and phase on the membrane interaction of the prion peptide 106-126 amide Biophys. J. 96 2009 4610 4621 Erratum in: Biophys J. 97: 397
    • (2009) Biophys. J. , vol.96 , pp. 4610-4621
    • Zhong, J.1    Yang, C.2    Zheng, W.3    Huang, L.4    Hong, Y.5    Wang, L.6    Sha, Y.7


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