Interactions between pH-sensitive liposomes and model membranes

Biophysical Chemistry

Volumn 104, Issue 1, 2003, Pages 361-379

  Bergstrand, Nill ^a   Arfvidsson, Maria C ^a   Kim, Jong Mok ^b   Thompson, David H ^b   Edwards, Katarina ^a  

^a UPPSALA UNIVERSITY   (Sweden)

^b PURDUE UNIVERSITY   (United States)

Author keywords

Liposomes; Membranes; Oleic acid

Indexed keywords

DIOLEOYLPHOSPHATIDYLETHANOLAMINE; LIPOSOME; OLEIC ACID; PROTON; STABILIZING AGENT; SUPEROXIDE DISMUTASE MACROGOL;

ARTICLE; CHEMICAL STRUCTURE; CONJUGATION; CYTOPLASM; ENDOSOME; HYDROPHILICITY; LIPID COMPOSITION; MEMBRANE; MEMBRANE PERMEABILITY; MOLECULAR DYNAMICS; PH; PRIORITY JOURNAL; TRANSMISSION ELECTRON MICROSCOPY;

EID: 0038692883     PISSN: 03014622     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0301-4622(03)00011-5     Document Type: Article

References (57)

1. Allen T.M. Liposomal drug delivery. Curr. Opin. Colloid Interface Sci. 1:1996;645-651.
2. Drummond D.C., Hong K., Park J.W., Benz C.C., Kirpotin D.B. Liposome targeting using vitamin and growth factor receptors. Vitam. Horm. 60:2001;285-332.
3. Mastrobattista E., Koning G.A., Storm G. Immunoliposomes for the targeted delivery of antitumor drugs. Adv. Drug Deliv. Rev. 40:1999;103-127.
4. Maruyama K. In vivo targeting by liposomes. Biol. Pharm. Bull. 23:2000;791-799.
5. Reddy J.A., Low P.S. Folate-mediated targeting of therapeutic and imaging agents to cancers. Crit. Rev. Ther. Drug. 15:1998;587-627.
6. Park J.W., Kirpotin D.B., Hong K., et al. Tumour targeting using anti-her2 immunoliposomes. J. Control. Release. 74:2001;95-113.
7. Goren D., Horowitz A.T., Tzemach D., Tarshish M., Zalipsky S., Babizon A. Nuclear delivery of doxorubicin via folate-targeted liposomes with bypass of multidrug-resistence efflux pump. Clin. Cancer Res. 6:2000;1949-1957.
8. Sudimack J.J., Adams D., Rotaru J., et al. Folate receptor-mediated liposomal delivery of a lipophilic boron agent to tumour cells in vitro for neutron capture therapy. Pharm. Res. 19:2002;1502-1508.
9. Rui Y., Wang S., Low P.S., Thompson D.H. Diplasmenylcholin-folate liposomes: an efficient vehicle for intracellular drug delivery. J. Am. Chem. Soc. 120:1998;11213-11218.
10. Qualls M.M., Thompson D.H. Chloroaluminum phthalocyanine tetrasulfonate delivered via acid-labile diplasmenylcholine-folate liposomes: intracellular localization and synergistic phototoxicity. Int. J. Cancer. 93:2001;384-392.
11. Needham D., Dewhirst M.W. The development and testing of a new temperature-sensitive drug delivery system for the treatment of solid tumors. Adv. Drug Deliv. Rev. 53:2001;285-305.
12. Shum P., Kim J., Thompson D.H. Phototriggering of liposomal drug delivery systems. Adv. Drug Deliv. Rev. 53:2001;273-284.
13. Kono K. Thermosensitive polymer-modified liposomes. Adv. Drug Deliv. Rev. 53:2001;307-319.
14. Collins D., Maxfield F., Huang L. Immunoliposomes with different acid sensitivities as probes for the cellular endocytic pathway. Biochim. Biophys. Acta. 987:1989;47-55.
15. Yoshimura T., Soho M., Imai K., Hong K. Kinetic analysis of endocytosis and intracellular fate of liposomes in single macrophages. J. Biochem. 117:1995;34-41.
16. Tycko B., Maxfield F.R. Rapid acidification of endocytic vesicles containing 2-macroglobulin. Cell. 28:1982;643-651.
17. Anderson R.G.W., Orci L. A view of acidic intracellular compartments. J. Cell. Biol. 106:1988;539-543.
18. Galloway C.J., Dean G.E., Fuchs R., Mellman I. Analysis of endosome and lysosome acidification in vitro. Method. Enzymol. 157:1988;601-611.
19. Düzgünes N., Straubinger R.M., Baldwin P.A., Friend D.S., Papahadjopoulos D. Proton-induced fusion of oleic acid-phosphatidylethanolamine liposomes. Biochemistry. 24:1985;3091-3098.
20. Ellens H., Bentz J., Szoka F.C. Proton- and calcium-induced fusion and destabilization of liposomes. Biochemistry. 24:1985;3099-3106.
21. Drummond D.C., Zignani M., Leroux J.C. Current status of pH-sensitive liposomes in drug delivery. Prog. Lipid Res. 39:2000;409-460.
22. Siegel D.P., Epand R.M. The mechanism of lamellar-to-inverted hexagonal phase transitions in phosphatidylethanolamine: implications for membrane fusion mechanisms. Biophys. J. 73:1997;3089-3111.
23. Ellens H., Bentz J., Szoka F.C. Destabilization of phosphatidylethanolamine liposomes at the hexagonal phase transition temperature. Biochemistry. 25:1986;285-294.
24. Johnsson M., Edwards K. Phase behavior and aggregate structures in mixtures of dioleoylphosphatidylethanolamine and poly(ethylene glycol)-lipids. Biophys. J. 80:2001;313-323.
25. 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. 35:1996;2610-2617.
26. 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. 35:1996;2618-2624.
27. Kirpotin D., Hong K., Mullah N., Papahadjopoulos D., Zalipsky S. Liposomes with detachable polymer coating: destabilization and fusion of dioleoylphosphatidylethanolamine vesicles triggered by cleavage of surface-grafted poly(ethylene glycol). FEBS Lett. 388:1996;115-118.
28. Guo X., Szoka F.C. Jr. Steric stabilization of fusogenic liposomes by a low-pH sensitive PEG-diortho ester-lipid conjugate. Bioconj. Chem. 12:2001;291-300.
29. J.A. Boomer, H.D. Inerowicz, N. Bergstrand, K. Edwards, D.H. Thompson, Acid-triggered release from sterically stabilized fusogenic vesicles: a novel dePEGylation Strategy, submitted for publication.
30. Zalipsky S., Qazen M., Walker J.A., Mullah N., Quinn Y.P., Huang S.K. New detachable poly(ethylene glycol) conjugates: cysteine-cleavable lipopolymers regenerating natural phospholipid, diacyl phosphatidylethanolamine. Bioconj. Chem. 10:1999;703-707.
31. Gerasimov O.V., Boomer J.A., Qualls M.M., Thompson D.H. Cytosolic drug delivery using pH- and light-sensitive liposomes. Adv. Drug Deliv. Rev. 38:1999;317-338.
32. J.A. Boomer, H.D. Inerowicz, N. Bergstrand, K. Edwards, D.H. Thompson, submitted for publication.
33. J.A. Boomer, M.M. Qualls, H.D. Inerowicz, R.H. Haynes, J.-M. Kim, D.H. Thompson, submitted for publication.
34. Slepushkin V.A., Simoes S., Dazin P., et al. Sterically stabilized pH-sensitive liposomes: intracellular delivery of aqueous contents and prolonged circulation in vivo. J. Biol. Chem. 272:1997;2382-2388.
35. II) transitions in phosphatidylethanolamine liposomes. Biochemistry. 29:1990;2976-2985.
36. II phase transition. Biochemistry. 25:1986;4141-4147.
37. Almgren M., Edwards K., Karlsson G. Cryo transmission electron microscopy of liposomes and related structures. Colloid Surf. A. 174:2000;3-21.
38. Edwards K., Silvander M., Karlsson G. Aggregate structure in dilute aqueous dispersion of oleic acid/sodium oleate and oleic acid/sodium oleate/egg phosphatidylcholine. Langmuir. 11:1995;2429-2434.
39. Fukuda H., Goto A., Yoshioka H., Goto R., Morigaki K., Walde P. Electron spin resonance study of the pH-induced transformation of micelles to vesicles in an aqueous oleic acid/oleate system. Langmuir. 17:2001;4223-4231.
40. Liu D., Huang L. Role of cholesterol in the stability of pH-sensitive, large unilamellar liposomes prepared by the detergent-dialysis method. Biochim. Biophys. Acta. 981:1989;254-260.
41. de Oliveira M.C., Rosilio V., Lseieur P., et al. pH-sensitive liposomes as a carrier for oligonucliotides: a physico-chemical study of the interaction between DOPE and a 15-mer oligonucliotide in excess water. Biophys. Chem. 87:2000;127-137.
42. de Oliveira M.C., Fattal E., Couvreur P., et al. pH-sensitive liposomes as a carrier for oligonucliotides: a physico-chemical study of the interaction between DOPE and a 15-mer oligonucliotide in quasi-anhydrous samples. Biochim. Biophys. Acta. 1372:1998;301-310.
43. Ellens H., Bentz J., Szoka F.C. pH-induced destabilization of phosphatidylethanolamine-containing liposomes: role of bilayer contact. Biochemistry. 23:1984;1532-1538.
44. Torchilin V.P., Lukyanov A.N., Klibanov A.L., Omelyanenko V.G. Interaction between oleic acid-containing pH-sensitive and plain liposomes. FEBS Lett. 305:1992;185-188.
45. Vist M.R., Davis J.H. Phase equilibria of cholesterol/dipalmetoylphosphatidylcholine mixtures: 2H nuclear magnetic resonance and differential scanning calorimetry. Biochemistry. 29:1990;451-464.
46. Dufourc E.J., Parish E.J., Chitrakorn S., Smith I.C.P. Structural and dynamical details of cholesterol-lipid interactions as revealed by deuterium NMR. Biochemistry. 23:1984;6062-6071.
47. Nyholm T., Slotte J.P. Comparison of Triton X-100 penetration into phosphatidylcholine and sphingomyelin mono- and bilayers. Langmuir. 17:2001;4724-4730.
48. Rowe E.S., Zhang F., Leung T.W., Parr J.S., Guy P.T. Thermodynamics of membrane partitioning for a series of n-alcohols determined by titration calorimetry: role of hydrophobic effects. Biochemistry. 37:1998;2430-2440.
49. Basánñez G., Ruiz-Argüello M.B., Alonso A., Goñi F.M., Karlsson G., Edwards K. Morphological changes induced by phospholipase C and by sphingomyelinase on large unilamellar vesicles: a cryo-transmission electron microscopy study of liposome fusion. Biophys. J. 72:1997;2630-2637.
50. Gustafsson J., Arvidson G., Karlsson G., Almgren M. Complexes between cationic liposomes and DNA visualized by cryo-TEM. BBA. 1235:1995;305-312.
51. Kobayashi T., Gu F., Gruenberg J. Lipids, lipid domains and lipid-protein interactions in endocytic membrane traffic. Cell Dev. Biol. 9:1998;517-526.
52. Kobayashi T., Stangt E., Fang K.S., de Moerloose P., Arton R.G.P., Gruenberg J. A lipid associated with the antiphospholipid syndrome regulates endosome structure and function. Nature. 392:1998;193-197.
53. Urade R., Hayashi Y., Kito M. Endosomes differ from plasma membranes in the phospholipid molecular species composition. Biochim. Biophys. Acta. 946:1988;151-163.
54. Connor J., Huang L. pH-sensitive immunoliposomes as an efficient and target-specific carrier for antitumor drugs. Cancer Res. 46:1986;3431-3435.
55. Collins D., Huang L. Cytotoxicity of diphtheria toxin a fragment to toxin-resistant murine cells delivered by pH-sensitive immunoliposomes. Cancer Res. 47:1987;735-739.
56. Gruenberg J., Griffiths G., Howell K.E. Characterization of the early endosome and putative endocytic carrier vesicles in vivo and with an assay of vesicle fusion in vitro. J. Cell. Biol. 108:1989;1301-1316.
57. Mullock B.M., Bright N.A., Fearon C.W., Gray S.R., Luzio J.P. Fusion of lysosomes with late endosomes produces a hybrid organelle of intermediate density and is NSF dependent. J. Cell. Biol. 140:1998;591-601.