Molecular and component volumes of saturated n-alkanols in DOPC+DOPS bilayers

Aagaard, 2006, Packing properties of 1-alkanols and alkanes in a phospholipid membrane, Biophys. Chem., 119, 61, 10.1016/j.bpc.2005.09.003 Cantor, 2001, Breaking the Meyer–Overton rule: predicted effects of varying stiffness and interfacial activity on the intrinsic potency of anesthetics, Biophys. J., 80, 2284, 10.1016/S0006-3495(01)76200-5 Cevc, 1993 Feller, 2002, Nuclear Overhauser enhancement spectroscopy cross-relaxation rates and ethanol distribution across membranes, Biophys. J., 82, 1396, 10.1016/S0006-3495(02)75494-5 Franks, 1986, Partitioning of long-chain alcohols into lipid bilayers: implications for mechanisms of general anesthesia, Proc. Natl. Acad. Sci. USA, 83, 5116, 10.1073/pnas.83.14.5116 Friedman, 1965, Volume changes in hydrocarbon–water systems. Partial molal volumes of alcohol–water solutions, J. Phys. Chem., 69, 3795, 10.1021/j100895a026 Gallová, 1997, Interaction of local anesthetic heptacaine homologs with phosphatidylcholine bilayers: spin label ESR study, Biochim. Biophys. Acta, 1325, 189, 10.1016/S0005-2736(96)00255-6 Gallová, 1992, Calorimetric study of the interaction of local anesthetics and beta-blockers, [2-(alkyloxy)phenyl]-2-(1-piperidinyl)ethyl esters of carbamic acid, with dipalmitoylphosphatidylcholine liposomes, Pharmazie, 47, 873 Graziano, 2006, Partial molar volume of n-alcohols at infinite dilution in water calculated by means of scaled particle theory, J. Chem. Phys., 124, 10.1063/1.2186319 Greenwood, 2006, Partial molecular volumes of lipids and cholesterol, Chem. Phys. Lipids, 143, 1, 10.1016/j.chemphyslip.2006.04.002 Griepernau, 2007, 1-Alkanols and membranes: a story of attraction, Biochim. Biophys. Acta, 1768, 2899, 10.1016/j.bbamem.2007.08.002 Hornby, 1981, Influence of local and neutral anaesthetics on the polymorphic phase preferences of egg yolk phosphatidylethanolamine, Biochim. Biophys. Acta, 647, 285, 10.1016/0005-2736(81)90256-X Hribar-Lee, 2006, Modeling simple alcohols in two dimensions, Acta Chim. Slovenica, 53, 257 Kamaya, 2002, Biphasic effect of long-chain n-alkanols on the main-phase transition of phospholipid vesicle membranes, J. Phys. Chem., 88, 797, 10.1021/j150648a036 Karlovská, 2004, Effects of non-ionic surfactants N-alkyl-N,N-dimethylamine-N-oxides on the structure of a phospholipid bilayer: small-angle X-ray diffraction study, Chem. Phys. Lipids, 129, 31, 10.1016/j.chemphyslip.2003.11.003 Kita, 1982, Partial molar volumes of some 1-alkanols in erythrocyte ghosts and lipid bilayers, Biochemistry, 21, 2840, 10.1021/bi00541a005 Koenig, 2005, Specific volumes of unsaturated phosphatidylcholines in the liquid crystalline lamellar phase, Biochim. Biophys. Acta, 1715, 65, 10.1016/j.bbamem.2005.07.006 Kotalová, 2008, SANS study on extruded unilamellar DOPC+DOPS liposomes containing long-chain aliphatic 1-alcohols, 47 Klacsová, 2009, Lamellar to hexagonal phase transition in EYPE+alkan-1-ol vesicles studied by turbidimetry and 31P-NMR, Acta Facult. Pharm. Univ. Comenianae, 56, 85 Kratky, 1969, Dichtemessung von Fluessigkeiten und Gasen auf 10−6g/cm3 bei 0.6cm3 Praeparatvolumen, Z. Angew. Phys., 27, 273 Kučerka, 2007, Curvature effect on the structure of phospholipid bilayers, Langmuir, 23, 1292, 10.1021/la062455t Lee, 1976, Interactions between anesthetics and lipid mixtures. Normal alcohols, Biochemistry, 15, 2448, 10.1021/bi00656a031 Liew, 1992, Molar volumes of n-alcohols from 15°C to 80°C, J. Sol. Chem., 21, 1177, 10.1007/BF00651862 Ly, 2004, The influence of short-chain alcohols on interfacial tension, mechanical properties, area/molecule, and permeability of fluid lipid bilayers, Biophys. J., 87, 1013, 10.1529/biophysj.103.034280 Marrink, 1996, Free volume properties of a simulated lipid membrane, J. Chem. Phys., 104, 9090, 10.1063/1.471442 McGlashan, 1979 Meyer, 1899, Zur Theorie der Alkoholnarkose. Der Einfluss wechseln der Temperature auf Wirkungsstärke und Theilungscoefficient der Narcotica, Arch. Exp. Pathol. Pharmakol., 42, 109, 10.1007/BF01834479 Meyer, 1935, Beiträge zur Theorie der Narkose III, Biochem. Z., 277, 39 Miller, 1973, The pressure reversal of general anesthesia and the critical volume hypothesis, Mol. Pharmacol., 9, 131 Nagle, 2000, Structure of lipid bilayers, Biochim. Biophys. Acta, 1469, 159, 10.1016/S0304-4157(00)00016-2 Nagle, 1988, Structure of fully hydrated bilayer dispersions, Biochim. Biophys. Acta, 942, 1, 10.1016/0005-2736(88)90268-4 Némethy, 1964, Structure of water and hydrophobic bonding in proteins. II. Model for the thermodynamic properties of aqueous solutions of hydrocarbons, J. Chem. Phys., 36, 3401, 10.1063/1.1732473 Overton, 1901 Patra, 2006, Under the influence of alcohol: the effect of ethanol and methanol on lipid bilayers, Biophys. J., 90, 1121, 10.1529/biophysj.105.062364 Pedersen, 2007, Molecular packing in 1-hexanol–DMPC bilayers studied by molecular dynamics simulation, Biophys. Chem., 125, 104, 10.1016/j.bpc.2006.07.005 Peters, 2009, Effects of fatty acid inclusion in a DMPC bilayer membrane, J. Phys. Chem. B, 113, 92, 10.1021/jp806205m Petrache, 2004, Structure and fluctuations of charged phosphatidylserine bilayers in the absence of salt, Biophys. J., 86, 1574, 10.1016/S0006-3495(04)74225-3 Pringle, 1981, Can the lipid theories of anesthesia account for the cut-off in anesthetic potency in homologous series of alcohols?, Mol. Pharmacol., 19, 49 Pringle, 1979, Differential effects on phospholipid phase transitions produced by structurally related long-chain alcohols, Biochemistry, 18, 3314, 10.1021/bi00582a018 Raines, 1993, Anesthetic cutoff in cycloalkanemethanols. A test of current theories, Anesthesiology, 78, 918, 10.1097/00000542-199305000-00017 Rowe, 1998, Thermodynamics of membrane partitioning for a series of n-alcohols determined by titration calorimetry: role of hydrophobic effects, Biochemistry, 37, 2430, 10.1021/bi9721602 Seeman, 1972, The membrane actions of anesthetics and tranquilizers, Pharmacol. Rev., 24, 583 Tristram-Nagle, 1998, Structure and interactions of fully hydrated dioleoylphosphatidylcholine bilayers, Biophys. J., 75, 917, 10.1016/S0006-3495(98)77580-0 Trudell, 1977, The membrane volume occupied by anesthetic molecules: a reinterpretation of the erythrocyte expansion data, Biochim. Biophys. Acta, 470, 509, 10.1016/0005-2736(77)90143-2 Uhríková, 2002, Lipid bilayer thickness and surface area in lamellar phases of hydrated mixtures of dipalmitoylphosphatidylcholine and homologs of local anesthetic heptacaine, Mol. Cryst. Liq. Cryst., 373, 201, 10.1080/713738216 Uhríková, 2007, Component volumes of unsaturated phosphatidylcholines in fluid bilayers: a densitometric study, Chem. Phys. Lipids, 145, 97, 10.1016/j.chemphyslip.2006.11.004 Westerman, 1988, The interaction of normal-alkanols with lipid bilayer-membranes. A 2H-NMR study, Biochim. Biophys. Acta, 939, 64, 10.1016/0005-2736(88)90048-X