Abstract
Poly(ethylene glycol)(2000)C(20)ceramide (PEG-Cer) containing monolayers at an air/water interface were characterized by measuring their surface pressure versus area/molecule (pi-A) and surface potential versus area/molecule (Delta V-A) isotherms. The behavior of pi-A as well as Delta V versus lipid density (Delta V-n) and Delta V-pi isotherms for PEG-Cer are in keeping with two transitions of the lipopolymer, starting at pi approximately equal to 9 and 21 mN/m. We also investigated the effects of PEG-Cer on the binding of adriamycin, cytochrome c and bovine serum albumin to monolayers containing varying mole fractions X of PEG-Cer. PEG-Cer impedes the penetration of these ligands into lipid monolayers with similar effects at both X = 0.04 and 0.08. This effect of PEG-Cer depends on the conformation of the lipopolymer and the interactions between the lipid surface and the surface-interacting molecule as well as the size of the latter.
Full Text
The Full Text of this article is available as a PDF (240.7 KB).
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- Adlakha-Hutcheon G., Bally M. B., Shew C. R., Madden T. D. Controlled destabilization of a liposomal drug delivery system enhances mitoxantrone antitumor activity. Nat Biotechnol. 1999 Aug;17(8):775–779. doi: 10.1038/11710. [DOI] [PubMed] [Google Scholar]
- BROCKMAN H. Dipole potential of lipid membranes. Chem Phys Lipids. 1994 Sep 6;73(1-2):57–79. doi: 10.1016/0009-3084(94)90174-0. [DOI] [PubMed] [Google Scholar]
- Blume A. A comparative study of the phase transitions of phospholipid bilayers and monolayers. Biochim Biophys Acta. 1979 Oct 19;557(1):32–44. doi: 10.1016/0005-2736(79)90087-7. [DOI] [PubMed] [Google Scholar]
- Brockman H. Lipid monolayers: why use half a membrane to characterize protein-membrane interactions? Curr Opin Struct Biol. 1999 Aug;9(4):438–443. doi: 10.1016/S0959-440X(99)80061-X. [DOI] [PubMed] [Google Scholar]
- Desai N. P., Hubbell J. A. Solution technique to incorporate polyethylene oxide and other water-soluble polymers into surfaces of polymeric biomaterials. Biomaterials. 1991 Mar;12(2):144–153. doi: 10.1016/0142-9612(91)90193-e. [DOI] [PubMed] [Google Scholar]
- Du H., Chandaroy P., Hui S. W. Grafted poly-(ethylene glycol) on lipid surfaces inhibits protein adsorption and cell adhesion. Biochim Biophys Acta. 1997 Jun 12;1326(2):236–248. doi: 10.1016/s0005-2736(97)00027-8. [DOI] [PubMed] [Google Scholar]
- Goormaghtigh E., Chatelain P., Caspers J., Ruysschaert J. M. Evidence of a specific complex between adriamycin and negatively-charged phospholipids. Biochim Biophys Acta. 1980 Mar 27;597(1):1–14. doi: 10.1016/0005-2736(80)90145-5. [DOI] [PubMed] [Google Scholar]
- Goormaghtigh E., Vandenbranden M., Ruysschaert J. M., De Kruijff B. Adriamycin inhibits the formation of non-bilayer lipid structures in cardiolipin-containing model membranes. Biochim Biophys Acta. 1982 Feb 23;685(2):137–143. doi: 10.1016/0005-2736(82)90090-6. [DOI] [PubMed] [Google Scholar]
- Haydon D. A., Taylor J. The stability and properties of bimolecular lipid leaflets in aqueous solutions. J Theor Biol. 1963 May;4(3):281–296. doi: 10.1016/0022-5193(63)90007-9. [DOI] [PubMed] [Google Scholar]
- Hernández J., Martí A., Estelrich J. Interaction of doxorubicin with lipid systems. Bioconjug Chem. 1991 Nov-Dec;2(6):398–402. doi: 10.1021/bc00012a003. [DOI] [PubMed] [Google Scholar]
- Holland J. W., Cullis P. R., Madden T. D. Poly(ethylene glycol)-lipid conjugates promote bilayer formation in mixtures of non-bilayer-forming lipids. Biochemistry. 1996 Feb 27;35(8):2610–2617. doi: 10.1021/bi951999j. [DOI] [PubMed] [Google Scholar]
- Holland J. W., Hui C., Cullis P. R., Madden T. D. Poly(ethylene glycol)--lipid conjugates regulate the calcium-induced fusion of liposomes composed of phosphatidylethanolamine and phosphatidylserine. Biochemistry. 1996 Feb 27;35(8):2618–2624. doi: 10.1021/bi952000v. [DOI] [PubMed] [Google Scholar]
- Holopainen J. M., Brockman H. L., Brown R. E., Kinnunen P. K. Interfacial interactions of ceramide with dimyristoylphosphatidylcholine: impact of the N-acyl chain. Biophys J. 2001 Feb;80(2):765–775. doi: 10.1016/S0006-3495(01)76056-0. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Kenworthy A. K., Hristova K., Needham D., McIntosh T. J. Range and magnitude of the steric pressure between bilayers containing phospholipids with covalently attached poly(ethylene glycol). Biophys J. 1995 May;68(5):1921–1936. doi: 10.1016/S0006-3495(95)80369-3. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Kinnunen P. K., Kõiv A., Lehtonen J. Y., Rytömaa M., Mustonen P. Lipid dynamics and peripheral interactions of proteins with membrane surfaces. Chem Phys Lipids. 1994 Sep 6;73(1-2):181–207. doi: 10.1016/0009-3084(94)90181-3. [DOI] [PubMed] [Google Scholar]
- Kinnunen P. K. On the principles of functional ordering in biological membranes. Chem Phys Lipids. 1991 Mar;57(2-3):375–399. doi: 10.1016/0009-3084(91)90087-r. [DOI] [PubMed] [Google Scholar]
- Kluck R. M., Bossy-Wetzel E., Green D. R., Newmeyer D. D. The release of cytochrome c from mitochondria: a primary site for Bcl-2 regulation of apoptosis. Science. 1997 Feb 21;275(5303):1132–1136. doi: 10.1126/science.275.5303.1132. [DOI] [PubMed] [Google Scholar]
- Kuhl T. L., Leckband D. E., Lasic D. D., Israelachvili J. N. Modulation of interaction forces between bilayers exposing short-chained ethylene oxide headgroups. Biophys J. 1994 May;66(5):1479–1488. doi: 10.1016/S0006-3495(94)80938-5. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Kuhl T. L., Majewski J., Wong J. Y., Steinberg S., Leckband D. E., Israelachvili J. N., Smith G. S. A neutron reflectivity study of polymer-modified phospholipid monolayers at the solid-solution interface: polyethylene glycol-lipids on silane-modified substrates. Biophys J. 1998 Nov;75(5):2352–2362. doi: 10.1016/S0006-3495(98)77679-9. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Leckband D., Sheth S., Halperin A. Grafted poly(ethylene oxide) brushes as nonfouling surface coatings. J Biomater Sci Polym Ed. 1999;10(10):1125–1147. doi: 10.1163/156856299x00720. [DOI] [PubMed] [Google Scholar]
- Liu X., Kim C. N., Yang J., Jemmerson R., Wang X. Induction of apoptotic program in cell-free extracts: requirement for dATP and cytochrome c. Cell. 1996 Jul 12;86(1):147–157. doi: 10.1016/s0092-8674(00)80085-9. [DOI] [PubMed] [Google Scholar]
- Menozzi M., Valentini L., Vannini E., Arcamone F. Self-association of doxorubicin and related compounds in aqueous solution. J Pharm Sci. 1984 Jun;73(6):766–770. doi: 10.1002/jps.2600730615. [DOI] [PubMed] [Google Scholar]
- Milner S. T. Polymer brushes. Science. 1991 Feb 22;251(4996):905–914. doi: 10.1126/science.251.4996.905. [DOI] [PubMed] [Google Scholar]
- Mustonen P., Kinnunen P. K. Activation of phospholipase A2 by adriamycin in vitro. Role of drug-lipid interactions. J Biol Chem. 1991 Apr 5;266(10):6302–6307. [PubMed] [Google Scholar]
- Mustonen P., Kinnunen P. K. On the reversal by deoxyribonucleic acid of the binding of adriamycin to cardiolipin-containing liposomes. J Biol Chem. 1993 Jan 15;268(2):1074–1080. [PubMed] [Google Scholar]
- Mustonen P., Lehtonen J., Kõiv A., Kinnunen P. K. Effects of sphingosine on peripheral membrane interactions: comparison of adriamycin, cytochrome c, and phospholipase A2. Biochemistry. 1993 May 25;32(20):5373–5380. doi: 10.1021/bi00071a012. [DOI] [PubMed] [Google Scholar]
- Needham D., McIntosh T. J., Lasic D. D. Repulsive interactions and mechanical stability of polymer-grafted lipid membranes. Biochim Biophys Acta. 1992 Jul 8;1108(1):40–48. doi: 10.1016/0005-2736(92)90112-y. [DOI] [PubMed] [Google Scholar]
- Quinn P. J., Dawson R. M. An analysis of the interaction of protein with lipid monolayers at the air-water interface. Biochem J. 1970 Feb;116(4):671–680. doi: 10.1042/bj1160671. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Sadzuka Y. Effective prodrug liposome and conversion to active metabolite. Curr Drug Metab. 2000 Jul;1(1):31–48. doi: 10.2174/1389200003339225. [DOI] [PubMed] [Google Scholar]
- Schenkman S., Soares de Araujo P., Sesso A., Quina F. H., Chaimovich H. A kinetic and structural study of two-step aggregation and fusion of neutral phospholipid vesicles promoted by serum albumin at low pH. Chem Phys Lipids. 1981 Mar;28(2):165–180. doi: 10.1016/0009-3084(81)90005-0. [DOI] [PubMed] [Google Scholar]
- Senior J., Delgado C., Fisher D., Tilcock C., Gregoriadis G. Influence of surface hydrophilicity of liposomes on their interaction with plasma protein and clearance from the circulation: studies with poly(ethylene glycol)-coated vesicles. Biochim Biophys Acta. 1991 Feb 11;1062(1):77–82. doi: 10.1016/0005-2736(91)90337-8. [DOI] [PubMed] [Google Scholar]
- Szleifer I. Protein adsorption on surfaces with grafted polymers: a theoretical approach. Biophys J. 1997 Feb;72(2 Pt 1):595–612. doi: 10.1016/s0006-3495(97)78698-3. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Torchilin V. P., Omelyanenko V. G., Papisov M. I., Bogdanov A. A., Jr, Trubetskoy V. S., Herron J. N., Gentry C. A. Poly(ethylene glycol) on the liposome surface: on the mechanism of polymer-coated liposome longevity. Biochim Biophys Acta. 1994 Oct 12;1195(1):11–20. doi: 10.1016/0005-2736(94)90003-5. [DOI] [PubMed] [Google Scholar]
- Webb M. S., Saxon D., Wong F. M., Lim H. J., Wang Z., Bally M. B., Choi L. S., Cullis P. R., Mayer L. D. Comparison of different hydrophobic anchors conjugated to poly(ethylene glycol): effects on the pharmacokinetics of liposomal vincristine. Biochim Biophys Acta. 1998 Jul 17;1372(2):272–282. doi: 10.1016/s0005-2736(98)00077-7. [DOI] [PubMed] [Google Scholar]
- Weis R. M. Fluorescence microscopy of phospholipid monolayer phase transitions. Chem Phys Lipids. 1991 Mar;57(2-3):227–239. doi: 10.1016/0009-3084(91)90078-p. [DOI] [PubMed] [Google Scholar]
- Wong J. Y., Kuhl T. L., Israelachvili J. N., Mullah N., Zalipsky S. Direct measurement of a tethered ligand-receptor interaction potential. Science. 1997 Feb 7;275(5301):820–822. doi: 10.1126/science.275.5301.820. [DOI] [PubMed] [Google Scholar]
- Yang J., Liu X., Bhalla K., Kim C. N., Ibrado A. M., Cai J., Peng T. I., Jones D. P., Wang X. Prevention of apoptosis by Bcl-2: release of cytochrome c from mitochondria blocked. Science. 1997 Feb 21;275(5303):1129–1132. doi: 10.1126/science.275.5303.1129. [DOI] [PubMed] [Google Scholar]
- de Wolf F. A., Maliepaard M., van Dorsten F., Berghuis I., Nicolay K., de Kruijff B. Comparable interaction of doxorubicin with various acidic phospholipids results in changes of lipid order and dynamics. Biochim Biophys Acta. 1990 Nov 14;1096(1):67–80. doi: 10.1016/0925-4439(90)90014-g. [DOI] [PubMed] [Google Scholar]
