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Thermotropic Behavior Of Bilayers Formed From Mixed-chain Phosphatidylcholines.

S. Chen, J. M. Sturtevant
Published 1981 · Chemistry, Medicine

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The six possible phosphatidylcholines containing two different chains derived from myristic, palmitic, and stearic acids were synthesized, and their bilayer structures were investigated by high-sensitivity differential scanning microcalorimetry. Chain migration during the syntheses caused each of the lipids to contain about 10% of the corresponding positional isomer. A phase diagram for each pair of isomers was constructed to permit estimation of the transition properties of the pure mixed-length phospholipids. The phase transitions of these lipids were found to be similar to those of saturated like-chain phosphatidylcholines. The main transition temperatures and enthalpies fall within the range of those for the like-chain lipids. In each pair of positional isomers, the isomer having the longer chain at position 2 on the glycerol backbone has the higher transition temperature and enthalpy. The transition curves of the pure mixed-chain lipids with myristic acid at position 2 and either palmitic or stearic acid at position 1 exhibited two partially separated peaks for the main transition. No satisfactory interpretation of this unexpected phenomenon has been developed.
This paper references
10.1021/BI00544A027
Dynamic properties of binary mixtures of phosphatidylcholines and cholesterol.
J. Rubenstein (1980)
10.1016/0005-2736(75)90037-1
Bilayers of dipalmitoyl-3-sn-phosphatidylcholine. Conformational differences between the fatty acyl chains.
A. Seelig (1975)
10.1016/S0006-3495(78)85413-7
Conformational nonequivalence of chains 1 and 2 of dipalmitoyl phosphatidylcholine as observed by Raman spectroscopy.
B. Gaber (1978)
10.1016/0005-2760(69)90049-6
Synthesis of lecithins by acylation of O-(sn-glycero-3-phosphoryl) choline with fatty acid anhydrides
E. Robles (1969)
10.1021/BI00575A011
Gel to liquid-crystalline phase transitions in water dispersions of saturated mixed-acid phosphatidylcholines.
K. Keough (1979)
10.1021/BI00607A006
Spectroscopic studies of specifically deuterium labeled membrane systems. Nuclear magnetic resonance investigation of the effects of cholesterol in model systems.
E. Oldfield (1978)
10.1016/0022-2836(73)90303-3
Structure and polymorphism of the hydrocarbon chains of lipids: a study of lecithin-water phases.
A. Tardieu (1973)
10.1073/PNAS.75.5.2258
Nature of the gel to liquid crystal transition of synthetic phosphatidylcholines.
N. Albon (1978)
10.1073/PNAS.74.10.4315
Glycerophospholipid synthesis: improved general method and new analogs containing photoactivable groups.
C. Gupta (1977)
10.1073/PNAS.71.8.3036
Structural chemistry of 1,2 dilauroyl-DL-phosphatidylethanolamine: molecular conformation and intermolecular packing of phospholipids.
P. Hitchcock (1974)
10.1016/0005-2736(73)90020-5
The effect of the polar headgroup on the lipid-cholesterol interaction: a monolayer and differential scanning calorimetry study.
B. de Kruyff (1973)
10.1038/281499A0
The molecular structure of lecithin dihydrate
R. H. Pearson (1979)
10.1021/JA00464A043
Deuterium nuclear magnetic resonance investigation of the dipalmitoyl lecithin-cholesterol-water system.
R. Haberkorn (1977)
10.1016/0005-2736(73)90488-4
The influence of lecithin structure on their monolayer behavior and interactions with cholesterol.
D. Ghosh (1973)
10.1073/PNAS.73.11.3862
Investigation of phase transitions of lipids and lipid mixtures by sensitivity differential scanning calorimetry.
S. Mabrey (1976)
10.1016/0021-9614(75)90079-8
Precision scanning microcalorimeter for the study of liquids
P. Privalov (1975)
10.1038/271182A0
Neutron diffraction studies on selectively deuterated phospholipid bilayers
G. Büldt (1978)
10.1021/BI00614A018
Fluorescence and calorimetric studies of phase transitions in phosphatidylcholine multilayers: kinetics of the pretransition.
B. Lentz (1978)
10.1007/978-1-4613-4036-2_3
High-Sensitivity Differential Scanning Calorimetry in the Study of Biomembranes and Related Model Systems
S. Mabrey (1978)
Separation of individual sulfated bile acid conjugates as calcium complexes using reversed-phase partition thin-layer chromatography.
R. Raedsch (1979)
10.1073/PNAS.77.9.5060
Scanning calorimetric evidence for a third phase transition in phosphatidylcholine bilayers.
S. Chen (1980)



This paper is referenced by
10.1063/1.442918
Pressure effects on the Raman spectra of phospholipid membranes: Pressure induced phase transitions and structural changes in 1,2‐dimyristoyl 3‐sn‐phosphatidylcholine water dispersions
P. T. T. Wong (1982)
10.1016/0005-2736(85)90038-0
Deuterium NMR study of the effect of n-alkanol anesthetics on a model membrane system.
J. Thewalt (1985)
10.1007/BF03162420
Resolving domains of interdigitated phospholipid membranes with 95 GHz spin labeling EPR
A. Smirnov (2001)
10.1016/j.chemphyslip.2009.07.003
Chain asymmetry alters thermotropic and barotropic properties of phospholipid bilayer membranes.
M. Goto (2009)
10.1002/BBPC.19890930611
A SANS Study of High Pressure Phase Transitions in Model Biomembranes
R. Winter (1989)
10.1021/BI00305A021
Thermodynamic parameters for the reduction reaction of membrane-bound cytochrome c in comparison with those of the membrane-free form: spectropotentiostatic determination with use of an optically transparent thin-layer electrode.
Y. Huang (1984)
10.1021/BI00315A019
Effects of anesthetic and nonanesthetic steroids on dipalmitoylphosphatidylcholine liposomes: a calorimetric and Raman spectroscopic investigation.
T. O'Leary (1984)
10.1021/BI00412A032
Mixing behavior of symmetric chain length and mixed chain length phosphatidylcholines in two-component multilamellar bilayers: evidence for gel and liquid-crystalline phase immiscibility.
J. Mason (1988)
10.1016/0005-2736(93)90391-C
Configurational entropy is the driving force of ethanol action on membrane architecture.
D. C. Wang (1993)
10.1016/S0005-2736(98)00215-6
Determination by photoreduction of flip-flop kinetics of spin-labeled stearic acids across phospholipid bilayers.
J. M. Yuann (1999)
10.1021/BI00304A025
Phase transition properties of 1-alkyl- and 1-acyl-2-amidophosphatidylcholines and related derivatives
B. Chowdhry (1984)
10.1016/0009-3084(93)90062-8
The use of differential scanning calorimetry as a tool to characterize liposome preparations
R. Biltonen (1993)
10.1002/MASY.19910460108
Correlations between chemical structure and chain packing in two‐ and three‐dimensional systems
G. Brezesinski (1991)
10.1007/978-1-4684-4667-8
Membrane Fluidity
L. Manson (1984)
10.1016/S0005-2736(98)00165-5
Barotropic phase transitions and pressure-induced interdigitation on bilayer membranes of phospholipids with varying acyl chain lengths.
H. Ichimori (1998)
10.1016/S0006-3495(86)83549-4
Effects of anesthetic tetradecenols on phosphatidylcholine phase transitions. Implications for the mechanism of the bilayer pretransition.
T. O'Leary (1986)
10.1007/978-1-4684-4667-8_2
Thermal Analysis of Membranes
K. Keough (1984)
10.1021/BI00260A032
Fusion of dipalmitoylphosphatidylcholine vesicles at 4 degrees C.
M. Wong (1982)
10.1016/j.bpc.2008.08.009
High-pressure study on bilayer phase behavior of oleoylmyristoyl- and myristoyloleoyl-phosphatidylcholines.
K. Tada (2008)
10.1021/nl3020395
Detergent-free incorporation of a seven-transmembrane receptor protein into nanosized bilayer Lipodisq particles for functional and biophysical studies.
Marcella Orwick-Rydmark (2012)
10.1016/S0005-2736(97)00244-7
Phase structures of binary lipid bilayers as revealed by permeability of small molecules.
T. X. Xiang (1998)
10.1016/S0009-3084(97)00033-9
Phase transition sequence between fluid liquid-crystalline and interdigitated lamellar gel phases in mixed-chain diacyl phosphatidylcholine
C. Wolf (1997)
10.1021/BI00469A030
Structure and properties of mixed-chain phosphatidylcholine bilayers.
J. Shah (1990)
10.1021/BI00275A022
Gel to liquid-crystalline phase transitions of aqueous dispersions of polyunsaturated mixed-acid phosphatidylcholines.
K. P. Coolbear (1983)
10.1246/CL.2005.270
Barotropic Phase Transitions of 1-Palmitoyl-2-stearoylphosphatidylcholine Bilayer Membrane
H. Matsuki (2005)
The interaction of a model steroid with phospholipid structures.
R. Parmar (1997)
10.1016/j.bbamem.2007.12.009
Effect of hydrostatic pressure on the bilayer phase behavior of symmetric and asymmetric phospholipids with the same total chain length.
M. Goto (2008)
10.1016/0009-3084(88)90008-4
Deuterium nuclear magnetic resonance study of the interaction of branched chain compounds (phytanic acid, phytol) with a phospholipid model membrane.
J. Yue (1988)
10.1080/00268948408074503
High Pressure Study of Phase Transitions in DMPC-Water System
R. Shashidhar (1984)
10.1016/0009-3084(91)90080-U
Phase transitions of polymerizable phospholipids.
A. Blume (1991)
10.1039/c2cp23136k
Density, DSC, X-ray and NMR measurements through the gel and lamellar phase transitions of 1-myristoyl-2-stearoyl-sn-glycero-3-phosphatidylcholine (MSPC) and 1-stearoyl-2-myristoyl-sn-glycero-3-phosphatidylcholine (SMPC): observation of slow relaxation processes and mechanisms of phase transitions.
J. W. Jones (2012)
10.1016/0009-3084(83)90049-X
An improved method for the preparation of ‘Mixed-Chain’ phosphatidylethanolamines
A. Hermetter (1983)
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