Phase behavior of fluorocarbon and hydrocarbon double-chain hydroxylated and galactosylated amphiphiles and bolaamphiphiles. Long-term shelf-stability of their liposomes

被引:22
|
作者
Clary, L
Gadras, C
Greiner, J
Rolland, JP
Santaella, C
Vierling, P
Gulik, A
机构
[1] Univ Nice Sophia Antipolis, Fac Sci, Chim Bioorgan Lab, CNRS, F-06108 Nice 2, France
[2] Univ Nice Sophia Antipolis, Fac Sci, Lab Chim Mol, CNRS,URA 426, F-06108 Nice, France
[3] CNRS, Ctr Genet Mol, F-91190 Gif Sur Yvette, France
关键词
perfluoroalkylated (bola)amphiphiles; fluorinated liposomes; vesicles; polymorphism; galactolipid;
D O I
10.1016/S0009-3084(99)00032-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This paper describes the morphological characterization, by freeze-fracture electron microscopy, and the thermotropic phase behavior, by differential scanning calorimetry and/or X-ray scattering, of aqueous dispersions of various hydroxylated and galactosylated double-chain amphiphiles and bolaamphiphiles, several of them containing one or two hydrophobic fluorocarbon chains. Colloidal systems are observed in water with the hydroxylated hydrocarbon or fluorocarbon bolaamphiphiles only when they are dispersed with a co-amphiphile such as rac-1,2 dimyristoylphosphatidylcholine (DMPC) or rac-1,2-distearoylphosphatidylcholine (DSPC). Liposomes are formed providing the relative content of bolaamphiphiles does not exceed 20% mel. Most of these liposomes can be thermally sterilized and stored at room temperature for several months without any significant modification of their size and size distribution. The hydrocarbon galactosylated bolaamphiphile HO[C24][C12]Gal forms in water a lamellar phase (the gel to liquid-crystal phase transition is complete at 45 degrees C) and a Im3m cubic phase above 47 degrees C. The fluorocarbon HO[C24][F6C5]Gal analog displays a more complex and metastable phase behavior. The fluorinated non-bolaform galactosylated [F8C7][C16]AEGal and SerGal amphiphiles form lamellar phases in water. Low amounts (10% molar ratio) of the HO[C24][F6C5]Gal or HO[C24][C12]Cal bolaamphiphiles or of the single-headed [F8C7][C16]AEGal improve substantially the shelf-stability of reference phospholipon/cholesterol 2/1 liposomes. These liposomes when co-formulated with a single-headed amphiphile from the SerGal series are by far less stable. (C) 1999 Elsevier Science Ireland Ltd. All rights reserved.
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页码:125 / 137
页数:13
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