[Solubilization of unilamellar egg yolk phosphatidylcholine liposomes by N-alkyl-N,N-dimethylamine N-oxides]. 2003

A Hrubsová, and J Karlovská, and F Devínsky, and I Lacko, and P Balgavý
Katedra fyzikálnej chémie lieciv Farmaceutickej fakulty Univerzity Komenského, Bratislava.

The solubilization of extruded (100 nm) unilamellar egg yolk phosphatidylcholine (EYPC) liposomes by a series of N-alkyl-N,N-dimethylamine N-oxides (CnNO, n = 10-14 carbon atoms in the alkyl substituent) was studied using turbidimetry. The solubilizing concentration of CnNO (cS) was estimated as the CnNO concentration causing the half-maximum decrease in turbidance. From the linear cS dependence on EYPC concentration, the lipid--aqueous phase molar partition coefficient (Kp) and the CnNO:EYPC molar ratio in the CnNO + EYPC aggregates (nL:nEYPC) at cS were obtained: Kp = 82 +/- 25 and nL:nEYPC = 0.70 +/- 0.20 for C10NO, Kp = 507 +/- 215 and nL:nEYPC = 0.60 +/- 0.16 for C12NO, and Kp = 12357 +/- 93 and nL:nEYPC = 1.13 +/- 0.01 for C14NO. The value of Gibbs free energy of CnNO alkyl methylene group transfer from the aqueous to the lipid phase calculated from the Kp dependence on n is -1.2 +/- 0.2 RT (R = gas constant, T = absolute temperature), within the experimental error being the same as -1.026 +/- 0.006 RT obtained from the critical micellar concentrations of CnNO. The increased value of nL:nEYPC for C14NO is caused by the decreased hydrophobic mismatch of CnNO and EYPC hydrocarbon chain lengths. This mismatch results in a structural defect in the bilayer hydrophobic core, the primary cause of bilayer destabilization and solubilization.

UI MeSH Term Description Entries
D008081 Liposomes Artificial, single or multilaminar vesicles (made from lecithins or other lipids) that are used for the delivery of a variety of biological molecules or molecular complexes to cells, for example, drug delivery and gene transfer. They are also used to study membranes and membrane proteins. Niosomes,Transferosomes,Ultradeformable Liposomes,Liposomes, Ultra-deformable,Liposome,Liposome, Ultra-deformable,Liposome, Ultradeformable,Liposomes, Ultra deformable,Liposomes, Ultradeformable,Niosome,Transferosome,Ultra-deformable Liposome,Ultra-deformable Liposomes,Ultradeformable Liposome
D010713 Phosphatidylcholines Derivatives of PHOSPHATIDIC ACIDS in which the phosphoric acid is bound in ester linkage to a CHOLINE moiety. Choline Phosphoglycerides,Choline Glycerophospholipids,Phosphatidyl Choline,Phosphatidyl Cholines,Phosphatidylcholine,Choline, Phosphatidyl,Cholines, Phosphatidyl,Glycerophospholipids, Choline,Phosphoglycerides, Choline
D002627 Chemistry, Physical The study of CHEMICAL PHENOMENA and processes in terms of the underlying PHYSICAL PHENOMENA and processes. Physical Chemistry,Chemistries, Physical,Physical Chemistries
D004123 Dimethylamines Derivatives of dimethylamine (the structural formula CH3NHCH3).
D004530 Egg Yolk Cytoplasm stored in an egg that contains nutritional reserves for the developing embryo. It is rich in polysaccharides, lipids, and proteins. Egg Yolks,Yolk, Egg,Yolks, Egg
D012995 Solubility The ability of a substance to be dissolved, i.e. to form a solution with another substance. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Solubilities
D055598 Chemical Phenomena The composition, structure, conformation, and properties of atoms and molecules, and their reaction and interaction processes. Chemical Concepts,Chemical Processes,Physical Chemistry Concepts,Physical Chemistry Processes,Physicochemical Concepts,Physicochemical Phenomena,Physicochemical Processes,Chemical Phenomenon,Chemical Process,Physical Chemistry Phenomena,Physical Chemistry Process,Physicochemical Phenomenon,Physicochemical Process,Chemical Concept,Chemistry Process, Physical,Chemistry Processes, Physical,Concept, Chemical,Concept, Physical Chemistry,Concept, Physicochemical,Concepts, Chemical,Concepts, Physical Chemistry,Concepts, Physicochemical,Phenomena, Chemical,Phenomena, Physical Chemistry,Phenomena, Physicochemical,Phenomenon, Chemical,Phenomenon, Physicochemical,Physical Chemistry Concept,Physicochemical Concept,Process, Chemical,Process, Physical Chemistry,Process, Physicochemical,Processes, Chemical,Processes, Physical Chemistry,Processes, Physicochemical

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