Skip to main content

The Role of Hydration in Stabilization of Liposomes: Resistance to Oxidative Damage of PEG-Grafted Liposomes

  • Chapter
Book cover Targeting of Drugs 6

Part of the book series: NATO ASI Series ((NSSA,volume 300))

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.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

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.

    Google Scholar 

  • Arakawa, T., and Timasheff, S.N., 1985, Mechanism of polyethylene glycol interaction with proteins, 24:6756.

    CAS  Google Scholar 

  • Arnold, K., Zschoemig, O., Barthel, D., and Herold, W., 1990, Exclusion of polyethylene glycol from liposome surfaces, Biochim. Biophys. Acta 1022:303.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • Barenholz, Y., and Lasic, D.D., 1996, Handbook of Nonmedical Applications of Liposomes, CRC Press, Boca Raton.

    Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • Bligh, E.G., and Dyer, W. J., 1959, A rapid method of total lipid extraction and purification, Can. J. Biochem. Physiol. 37:911.

    Article  PubMed  CAS  Google Scholar 

  • Blume, G., and Cevc, G., 1993, Molecular mechanism of the lipid vesicle longevity in vivo, Biochim. Biophys. Acta. 1146:157.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • Buckin, V.A., Sarvazyan, A.P., and Pasechnik, V. I., 1979, Study of vesicular lipid membranes by the ultrasound method, Biofizika 24:61.

    Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • Colotto, A., Kharakoz, D.P., Lohner, K., and Laggner, P., 1993, Ultrasonic study of melittin effects on phospholipid model membranes, Biophys. J. 65:2360.

    Article  PubMed  CAS  Google Scholar 

  • deGennes, P.G., 1987, Polymers at an interface: a simplified view, Adv. Colloid Interface Sci. 27:189–209.

    Article  CAS  Google Scholar 

  • Eggers, F., and Funk, T., 1973, Ultrasonic measurements with milliliter liquid samples in the 0.5-100 MHz range, Rev. Sci. Instrum. 44:969.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • Halliwell, B., and Gutteridge, J.M.C., 1989, Free Radicals in Biology and Medicine, Clarendon Press, Oxford.

    Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • Jordan, CF., Lerman, L.S., and Venable, J.H., 1972, Structure and circular dichroism of DNA in concentrated polymer solutions, Nature 236:67.

    Article  CAS  Google Scholar 

  • Kell, G.S.J., 1975, Volume properties of ordinary water, Chem. Eng. Data, 20:97.

    Article  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • Kharakoz, D.P., and Sarvazyan, A., 1993, Hydrational and intrinsic compressibilities proteins, Biopolymers 33:11.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • Lasic, D.D., 1996, Doxorubicin in sterically stabilized liposomes, Nature, 380:561.

    Article  PubMed  CAS  Google Scholar 

  • Lasic, D.D., and Martin, F., 1995, Stealth Liposomes, CRC Press, Boca Raton.

    Google Scholar 

  • Lichtenberg, D., and Barenholz, Y., 1988, Liposomes: preparation, characterization, and preservation, in: Methods of Biochemical Analysis, D. Glick, ed., John Wiley & Sons, New York.

    Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Google Scholar 

  • Marsh, D., 1990, Phase behavior and hydration, in: Handbook of Lipid Bilayers, D. Marsh, ed., CRC Press, Boca Raton.

    Google Scholar 

  • Martin, F.J., and Lasic, D.D., 1991, The molecular origin of the long blood circulation time of Stealth liposomes., Biophys. J. 59:497.

    Google Scholar 

  • Mitaku, S., and Aruga, S., 1982, Effect of calcium ion on the mechanical properties of lipid bilayer membrane, Biorheology 19:185.

    PubMed  CAS  Google Scholar 

  • Mitaku, S., Jippo, T., and Kataoka, R., 1983, Thermodynamic properties of the lipid bilayer transition. Pseudocritical phenomena, Biophys. J. 42:137.

    Article  PubMed  CAS  Google Scholar 

  • Needham, D., Mclntosh, T.J., and Lasic, D., 1992, Repulsive interactions and mechanical stability of polymer-grafted lipid membranes, Biochim. Biophys. Acta. 1108:40.

    Article  PubMed  CAS  Google Scholar 

  • Priev, A., Almagor, A., Yedgar, S., and Gavish, B., 1996, Glycerol decreases the volume and compressibility of protein interior. Biochemistry. 35:2061.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    CAS  Google Scholar 

  • Samuni, A.M., and Barenholz, Y., 1997, Stable nitroxide radicals protect lipid acyl chains from radiation damage, Free Radic. Biol Med. 22:1165.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • Sarvazyan, A.P., 1982, Development of methods of precise ultrasonic measurements in small volumes of liquids, Ultrasonics 20:151.

    Article  Google Scholar 

  • Sarvazyan, A.P., 1991, Ultrasonic velocimetry of biological compounds, Annu. Rev. Biophys. Biophys. Chem. 20:321.

    Article  PubMed  CAS  Google Scholar 

  • Sarvazyan, A.P., and Chalikian, T.V., 1991, Theoretical analysis of an ultrasonic interferometer for precise measurements at high pressure, Ultrasonics 29:119.

    Article  PubMed  CAS  Google Scholar 

  • Shilnikov, G.V., Priev, A., and Achmedov, A., 1991, Bulk-elastic properties of aqueous solutions of certain carbohydrates, Biofizika 36:276.

    CAS  Google Scholar 

  • Tirosh, O., Barenholz, Y., Katzhendler, J., and Priev, A., 1998, Hydration of polyethylene glycol-grafted liposomes, Biophys. J. 74:in press.

    Google Scholar 

  • 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.

    Google Scholar 

  • 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.

    Article  CAS  Google Scholar 

  • 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.

    Article  PubMed  CAS  Google Scholar 

  • Woodle, M.C., 1993, Surface-modified liposomes: assessment and characterization for increased stability and prolonged blood circulation., Chem. Phys. Lipids 64:249.

    Article  PubMed  CAS  Google Scholar 

  • 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.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints 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

Publish with us

Policies and ethics