Abstract
Phospholipids are amphipathic compounds which form structures such as micelles and liposomes in aqueous media as a result of minimizing hydrophobic interaction. Thermodynamic stability of the lipid assemblies is due to a balance between the weak attractive van der Waals and hydrophobic forces, and repulsive electrostatic, steric, and hydration ones (Lasic and Martin, 1995). Lipid peroxidation (LPO) is a major damaging process in membranes and in liposomal dispersions. Oxidation processes in membranes are initiated by reactive oxygen species (ROS) formed in the aqueous phase and in the lipids, leading to chemical degradation, especially of polyunsaturated acyl chains of phospholipids.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Almagor, A., Priev, A., Barshtein, G., Gavish, B., and Yedgar, S., 1997, Reduction of protein volume and compressibility by macromolecular cosolvents:dependence on the cosolvent molecular weight, Biochim. Biophys. Acta: in press.
Arakawa, T., and Timasheff, S.N., 1985, Mechanism of polyethylene glycol interaction with proteins, 24:6756.
Arnold, K., Zschoemig, O., Barthel, D., and Herold, W., 1990, Exclusion of polyethylene glycol from liposome surfaces, Biochim. Biophys. Acta 1022:303.
Baekmark, T.R., Pedersen, S., Jorgensen, K., and Mouritsen, O.G., 1997, The effect of ethylene oxide containing lipopolymers and tri-block copolymers on lipid bilayers of dipalmitoylphosphatidyl-choline, Biophys. J. 73:1479.
Barenholz, Y., and Amselem, S., 1993, Quality control assays in the development and clinical use of liposome-based formulations, in: Liposome Technology, G. Gregoriadis, ed., CRC Press, Boca Raton.
Barenholz, Y., Freire, E., Thompson, T.E., Correa-Freire, M.C., Bach, D., and Millar, I.R., 1983, Thermotropic behavior of aqueous dispersions of glucosylceramide-dipalmitoylphosphatidylcholine mixtures, Biochemistry 22:3497.
Barenholz, Y., Gibbes, D., Litman, B J., Goll, J., Thompson, T.E., and Carlson, F.D., 1977, A simple method for the preparation of homogeneous phospholipid vesicles, Biochemistry 16:2806.
Barenholz, Y., and Lasic, D.D., 1996, Handbook of Nonmedical Applications of Liposomes, CRC Press, Boca Raton.
Bhat, R., and Timasheff, S.N., 1992, Steric exclusion is the principal source of the preferential hydration of proteins in the presence of polyethylene glycols, Protein Sci. 1:1133.
Bligh, E.G., and Dyer, W. J., 1959, A rapid method of total lipid extraction and purification, Can. J. Biochem. Physiol. 37:911.
Blume, G., and Cevc, G., 1993, Molecular mechanism of the lipid vesicle longevity in vivo, Biochim. Biophys. Acta. 1146:157.
Buckin, V.A., Kankiya, B.I., Bulichov, N.V., Lebedev, A.V., Gukovsky, I.Y., Chuprina, V.P., Sarvazyan, A.P., and Williams, A.R., 1989, Measurement of anomalously high hydration of (dA)n(dT)n double helices in dilute solution, Nature 340:321.
Buckin, V.A., Kankiya, B.I., Rentzeperis, D., and Marky, L.A., 1994, Mg2+ recognizes the sequence of DNA through its hydration shell, J. Am. Chem. Soc. 116:9423.
Buckin, V.A., Sarvazyan, A.P., and Pasechnik, V. I., 1979, Study of vesicular lipid membranes by the ultrasound method, Biofizika 24:61.
Chalikian, T.V., Sarvazyan, A.P., and Breslauer, K. J., 1993, Partial molar volumes, expansibilities, and compressibilities of a, w-amonocarboxylic acids in aqueous solutions between 18 and 55° C, J. Phys. Chem. 97:13017.
Chalikian, T.V., Sarvazyan, A.P., Plum, G.E., and Breslauer, K.J., 1994, Influence of base composition, base sequence, and duplex structure on DNA hydration: apparent molar volumes and apparent molar adiabatic compressibilities of synthetic and natural DNA duplexes at 25° C, Biochemistry 33:2394.
Colotto, A., Kharakoz, D.P., Lohner, K., and Laggner, P., 1993, Ultrasonic study of melittin effects on phospholipid model membranes, Biophys. J. 65:2360.
deGennes, P.G., 1987, Polymers at an interface: a simplified view, Adv. Colloid Interface Sci. 27:189–209.
Eggers, F., and Funk, T., 1973, Ultrasonic measurements with milliliter liquid samples in the 0.5-100 MHz range, Rev. Sci. Instrum. 44:969.
Goren, D., Gabizon, A., and Barenholz, Y., 1990, The influence of physical characteristics of liposomes containing doxorubicin on their pharmacological behavior, Biochim. Biophys. Acta 1029:285.
Grit, M., Crommelin, D.J.A., and Lang, J.K., 1991, Quantitative determination of phosphatidylcholine, phosphatidylglycerol and their lyso forms from liposome dispersions by high performance liquid chromatography (HPLC) using high sensitivity refractive index detection, J. Chromatogr. 585:239.
Halliwell, B., and Gutteridge, J.M.C., 1989, Free Radicals in Biology and Medicine, Clarendon Press, Oxford.
Harada, S., Nakajima, T., Komatsu, T., and Nakagawa, T., 1978, Apparent molar volumes and adiabatic compressibilities of ethylene glycol derivatives in water at 5, 25, and 45 °C, J. Solut. Chem. 7:463.
Hristova, K., and Needham, D., 1994, The influence of polymer-grafted lipids on the physical properties of lipid bilayers: a theoretical study, J. Colloid Interface Sci. 168:302.
Jordan, CF., Lerman, L.S., and Venable, J.H., 1972, Structure and circular dichroism of DNA in concentrated polymer solutions, Nature 236:67.
Kell, G.S.J., 1975, Volume properties of ordinary water, Chem. Eng. Data, 20:97.
Kenworthy, A.K., Hristova, K., Needham, D., and McIntosh, T.J., 1995a, Range and magnitude of the steric pressure between bilayers containing phospholipids with covalently attached polyethylene glycol., Biophys. J. 68:1921.
Kenworthy, A.K., Simon, S.A., and Mclntosh, T.J., 1995b, Structure and phase behavior of lipid suspensions containing phospholipids with covalently attached polyethylene glycol, Biophys. J. 68:1903.
Kharakoz, D.P., 1989, Volumetric properties of proteins and their analogs in diluted water solutions. 1. Partial volumes of amino acids at 15–55 °C, Biophys. Chem. 34:115.
Kharakoz, D.P., Colotto, A., Lohner, K., and Laggner, P., 1993, Fluid-gel interphase line and density fluctuations in dipalmitoylphosphatidylcholine multilamellar vesicles. An ultrasound study, J. Phys. Chem. 97:9844.
Kharakoz, D.P., and Sarvazyan, A., 1993, Hydrational and intrinsic compressibilities proteins, Biopolymers 33:11.
Kiyosawa, K., 1991, Volumetric properties of polyols (ethylene gly, glycerol, meso-erythritol, xilitol and mannitol) in relation to their membrane permeability: group additivity and estimation of the maximum radius of the molecules, Biochim. Biophys. Acta, 1064:251.
Kuhl, T.L., Leckband, D.E., Lasic, D.D., and Israelachvili, J.N., 1994, Modulation of interaction forces between bilayers exposing short-chained ethylene oxide headgroups, Biophys. J. 66:1479.
Lasic, D.D., 1996, Doxorubicin in sterically stabilized liposomes, Nature, 380:561.
Lasic, D.D., and Martin, F., 1995, Stealth Liposomes, CRC Press, Boca Raton.
Lichtenberg, D., and Barenholz, Y., 1988, Liposomes: preparation, characterization, and preservation, in: Methods of Biochemical Analysis, D. Glick, ed., John Wiley & Sons, New York.
MacDonald, R.C., MacDonald, R.I., Menco, B.P., Takeshita, K., Subbarao, N.K., and Hu, L., 1991, Small-volume extrusion apparatus for preparation of large, unilamellar vesicles, Biochim. Biophys. Acta, 1061:297.
Marino, F.J., and Benjamin, F., 1984, A review of current principles and practices, in: Pharmaceutical Dosage Forms: Parenteral Medications, K. E. Avis, L. Lachman and H. A. Lieverman, ed., Marcel Dekker, New York.
Marsh, D., 1990, Phase behavior and hydration, in: Handbook of Lipid Bilayers, D. Marsh, ed., CRC Press, Boca Raton.
Martin, F.J., and Lasic, D.D., 1991, The molecular origin of the long blood circulation time of Stealth liposomes., Biophys. J. 59:497.
Mitaku, S., and Aruga, S., 1982, Effect of calcium ion on the mechanical properties of lipid bilayer membrane, Biorheology 19:185.
Mitaku, S., Jippo, T., and Kataoka, R., 1983, Thermodynamic properties of the lipid bilayer transition. Pseudocritical phenomena, Biophys. J. 42:137.
Needham, D., Mclntosh, T.J., and Lasic, D., 1992, Repulsive interactions and mechanical stability of polymer-grafted lipid membranes, Biochim. Biophys. Acta. 1108:40.
Priev, A., Almagor, A., Yedgar, S., and Gavish, B., 1996, Glycerol decreases the volume and compressibility of protein interior. Biochemistry. 35:2061.
Priev, A., Sarvazyan, A.P., Dzantiev, B.B., Zherdev, A.V., and Cherednikova, T.V., 1990, Changes in the adiabatic compressibility of mono-and polyclonal antibodies during interaction with antigens, Mol. Biol. 24:629.
Samuni, A.M., and Barenholz, Y., 1997, Stable nitroxide radicals protect lipid acyl chains from radiation damage, Free Radic. Biol Med. 22:1165.
Samuni, A.M., Barenholz, Y., Crommelin, D.J.A., and Zuidam, N. J., 1997, γ-irradiation damage to liposomes differing in composition and their protection by nitroxides, Free Radic. Biol. Med 23:972.
Sarvazyan, A.P., 1982, Development of methods of precise ultrasonic measurements in small volumes of liquids, Ultrasonics 20:151.
Sarvazyan, A.P., 1991, Ultrasonic velocimetry of biological compounds, Annu. Rev. Biophys. Biophys. Chem. 20:321.
Sarvazyan, A.P., and Chalikian, T.V., 1991, Theoretical analysis of an ultrasonic interferometer for precise measurements at high pressure, Ultrasonics 29:119.
Shilnikov, G.V., Priev, A., and Achmedov, A., 1991, Bulk-elastic properties of aqueous solutions of certain carbohydrates, Biofizika 36:276.
Tirosh, O., Barenholz, Y., Katzhendler, J., and Priev, A., 1998, Hydration of polyethylene glycol-grafted liposomes, Biophys. J. 74:in press.
Tirosh, O., Kohen, R., Alon, A., Katzhendler, J., and Barenholz, Y., 1997a, Novel synthetic phospholipid protects lipid bilayers against oxidative damage: role of hydration layer and bound water, J. Chem. Soc. Perkin Trans. 2. 383.
Tirosh, O., Kohen, R., Katzhendler, J., Alon, A., and Barenholz, Y., 1997b, Oxidative stress effect on the integrity of lipid bilayers is modulated by cholesterol level of bilayers, Chem. Phys. Lipid. 87:17.
Torchilin, V.P., Omelyanenko, V.G., Papisov, M.I., Bogdanov, A.A., Trubetskoy, V.S., Herron, J.N., and Gentry, CA., 1994, Polyethylene glycol on the liposome surface: on the mechanism of polymer-coated liposome longevity, Biochim. Biophys. Acta. 1195:11.
Woodle, M.C., 1993, Surface-modified liposomes: assessment and characterization for increased stability and prolonged blood circulation., Chem. Phys. Lipids 64:249.
Woodle, M.C., 1997, Polyethylene glycol-grafted liposome therapeutics, in: Polyethyleneglycol Chemistry and Biological Applications, S. Z. J.M. Harris, ed., American Chemical Society, Washington.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1998 Springer Science+Business Media New York
About this chapter
Cite this chapter
Priev, A., Samuni, A.M., Tirosh, O., Barenholz, Y. (1998). The Role of Hydration in Stabilization of Liposomes: Resistance to Oxidative Damage of PEG-Grafted Liposomes. In: Gregoriadis, G., McCormack, B. (eds) Targeting of Drugs 6. NATO ASI Series, vol 300. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-0127-9_15
Download citation
DOI: https://doi.org/10.1007/978-1-4899-0127-9_15
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4899-0129-3
Online ISBN: 978-1-4899-0127-9
eBook Packages: Springer Book Archive