Cholesterol and ergosterol influence nystatin surface aggregation: Relation to pore formation

Biophysical Journal

Volumn 87, Issue 5, 2004, Pages 3264-3276

  Coutinho, Ana ^a,b   Silva, Liana ^a   Fedorov, Alexander ^a   Prieto, Manuel ^a  

^a INSTITUTO SUPERIOR TÉCNICO   (Portugal)

^b UNIVERSITY OF LISBON   (Portugal)

Author keywords

[No Author keywords available]

Indexed keywords

2 OLEOYL 1 PALMITOYLPHOSPHATIDYLCHOLINE; ANTIBIOTIC AGENT; CHOLESTEROL; ERGOSTEROL; LIPOSOME; MONOMER; NYSTATIN; POTASSIUM ION; PROTON; 1-PALMITOYL-2-OLEOYLPHOSPHATIDYLCHOLINE; ANTIINFECTIVE AGENT; PHOSPHATIDYLCHOLINE;

ADSORPTION; ANTIMICROBIAL ACTIVITY; ARTICLE; ASSAY; CHANNEL GATING; CONCENTRATION RESPONSE; DRUG MECHANISM; FLUORESCENCE SPECTROSCOPY; ION EXCHANGE; KINETICS; LIPID VESICLE; MEMBRANE PERMEABILITY; OLIGOMERIZATION; POTASSIUM HYDROGEN EXCHANGE; SURFACE PROPERTY; CHEMISTRY; COMPARATIVE STUDY; CONFORMATION; LIPID BILAYER; MACROMOLECULE; MEMBRANE FLUIDITY;

MAMMALIA;

ANTI-BACTERIAL AGENTS; CHOLESTEROL; ERGOSTEROL; LIPID BILAYERS; LIPOSOMES; MACROMOLECULAR SUBSTANCES; MEMBRANE FLUIDITY; MOLECULAR CONFORMATION; NYSTATIN; PHOSPHATIDYLCHOLINES;

EID: 16344382233     PISSN: 00063495     EISSN: None     Source Type: Journal    
DOI: 10.1529/biophysj.104.044883     Document Type: Article

References (45)

1. Albro, P. W., P. Bilski, J. T. Corbett, J. L. Schroeder, and C. F. Chignell. 1997. Photochemical reactions and phototoxicity of sterols: novel self-perpetuating mechanism for lipid photooxidation. Photochem. Photobiol. 66:316-325.
2. Baginski, M., H. Resat, and E. Borowski. 2002. Comparative molecular dynamics simulations of amphotericin B-cholesterol/ergosterol membrane channels. Biochim. Biophys. Acta. 1567:63-78.
3. Bolard, J. 1986. How do the polyene macrolide antibiotics affect the cellular membrane properties? Biochim. Biophys. Acta. 864:257-304.
4. Bolard, J., P. Legrand, F. Heitz, and B. Cybulska. 1991. One-sided action of amphotericin B on cholesterol-containing membranes is determined by its self-association in the medium. Biochemistry. 30:5707-5715.
5. Brutyan, R. A., and P. McPhie. 1996. On the one-sided action of amphotericin B on lipid bilayer membranes. J. Gen. Physiol. 107:69-78.
6. Castanho, M. A. R. B., A. Coutinho, and M. J. E. Prieto. 1992. Absorption and fluorescence spectra of polyene antibiotics in the presence of cholesterol. J. Biol. Chem. 267:204-209.
7. Cohen, B. E. 1992. A sequential mechanism for the formation of aqueous channels by amphotericin B in liposomes. The effect of sterols and phospholipid composition. Biochim. Biophys. Acta. 1108:49-58.
8. Coutinho, A., and M. Prieto. 1995. Self-association of the polyene antibiotic nystatin in dipalmitoylphosphatidylcholine vesicles: a time-resolved fluorescence study. Biophys. J. 69:2541-2557.
9. Coutinho, A., and M. Prieto. 2003. Cooperative partition model of nystatin interaction with phospholipid vesicles. Biophys. J. 84:3061-3078.
10. Cybulska, B., J. Bolard, O. Seksek, A. Czerwinski, and E. Borowski. 1995. Identification of the structural elements of amphotericin B and other polyene macrolide antibiotics of the heptaene group influencing the ionic selectivity of the permeability pathways formed in the red cell membrane. Biochim. Biophys. Acta. 1240:167-178.
11. 31P-NMR. Mol. Pharmacol. 29:293-298.
12. de Almeida, R. F., A. Fedorov, and M. Prieto. 2003. Sphingomyelin/ phosphatidylcholine/cholesterol phase diagram: boundaries and composition of lipid rafts. Biophys. J. 85:2406-2416.
13. de Kruijff, B., and R. A. Demel. 1974. Polyene antibiotic-sterol interactions in membranes of Acholeplasma laidlawii cells and lecithin liposomes. 3. Molecular structure of the polyene antibiotic-cholesterol complexes. Biochim. Biophys. Acta. 339:57-70.
14. 2H NMR evidence for antibiotic-induced cholesterol immobilization in biological model membranes. Biochemistry. 24:2420-2424.
15. 2H-NMR. Biochim. Biophys. Acta. 778:435-442.
16. Endress, E., S. Bayerl, K. Prechtel, C. Maier, R. Merkel, and T. M. Bayerl. 2002. The effect of cholesterol, lanosterol, and ergosterol on lecithin bilayer mechanical properties at molecular and microscopic dimensions: a solid-state NMR and micropipet study. Langmuir. 18:3293-3299.
17. Ermishkin, L. N., K. M. Kasumov, and V. M. Potseluyev. 1977. Properties of amphotericin B channels in a lipid bilayer. Biochim. Biophys. Acta. 470:357-367.
18. Gruszecki, W. I., M. Gagos, and M. Herec. 2003. Dimers of polyene antibiotic amphotericin B detected by means of fluorescence spectroscopy: molecular organization in solution and in lipid membranes. J. Photochem. Photobiol. B. 69:49-57.
19. - selectivity of the permeability pathways induced through sterol-containing membrane vesicles by amphotericin B and other polyene antibiotics. Eur. Biophys. J. 23:125-132.
20. Hartsel, S. C., S. K. Benz, R. P. Peterson, and B. S. Whyte. 1991. Potassium-selective amphotericin B channels are predominant in vesicles regardless of sidedness. Biochemistry. 30:77-82.
21. Hartsel, S. C., C. Hatch, and W. Ayenew. 1993. How does amphotericin B work? Studies on model membrane systems. J. Liposome Res. 3:377-408.
22. 31P-NMR study. Biochim. Biophys. Acta. 980:261-272.
23. Kleinberg, M. E., and A. Finkelstein. 1984. Single-length and double-length channels formed by nystatin in lipid bilayer membranes. J. Membr. Biol. 80:257-269.
24. Kornberg, R. D., M. G. McNamee, and H. M. McConnell. 1972. Measurement of transmembrane potentials in phospholipid vesicles. Proc. Natl. Acad. Sci. USA. 69:1508-1513.
25. Lakowicz, J. R. 1999. Principles of Fluorescence Spectroscopy. Plenum Press, New York, NY.
26. Mateo, C. R., A. U. Acuna, and J. C. Brochon. 1995. Liquid-crystalline phases of cholesterol/lipid bilayers as revealed by the fluorescence of trans-parinaric acid. Biophys. J. 68:978-987.
27. Matsuoka, S., and M. Murata. 2003. Membrane permeabilizing activity of amphotericin B is affected by chain length of phosphatidylcholine added as minor constituent. Biochim. Biophys. Acta. 1617:109-115.
28. Mayer, L. D., M. J. Hope, and P. R. Cullis. 1986. Vesicles of variable sizes produced by a rapid extrusion procedure. Biochim. Biophys. Acta. 858:161-168.
29. McClare, C. W. 1971. An accurate and convenient organic phosphorous assay. Anal. Biochem. 39:527-530.
30. Milhaud, J., M. A. Hartmann, and J. Bolard. 1989. Interaction of the polyene antibiotic amphotericin B with model membranes: differences between small and large unilamellar vesicles. Biochimie. 71:49-56.
31. Nakashima, N., S. R. Meech, A. R. Auty, A. C. Jones, and D. Phillips. 1985. Fluorescence properties of ergosterol. J. Photochem. 30:207-214.
32. Ruckwardt, T., A. Scott, J. Scott, P. Mikulecky, and S. C. Hartsel. 1998. Lipid and stress dependence of amphotericin B ion selective channels in sterol-free membranes. Biochim. Biophys. Acta. 1372:283-288.
33. Schwarz, G., and A. Arbuzova. 1995. Pore kinetics reflected in the dequenching of a lipid vesicle entrapped fluorescent dye. Biochim. Biophys. Acta. 1239:51-57.
34. Schwarz, G., and C. H. Robert. 1990. Pore formation kinetics in membranes determined from the release of marker molecules out of liposomes or cells. Biophys. J. 58:577-583.
35. Schwarz, G., and C. H. Robert. 1992. Kinetics of pore-mediated release of marker molecules from liposomes or cells. Biophys. Chem. 42:291-296.
36. Seoane, J. R., N. Vila Romeu, J. Miñones, O. Conde, P. Dynarowicz, and M. Casas. 1997. The behavior of amphotericin B monolayers at the air/water interface. Progr. Colloid Polym. Sci. 105:173-179.
37. Shai, Y. 1999. Mechanism of the binding, insertion and destabilization of phospholipid bilayer membranes by alpha-helical antimicrobial and cell non-selective membrane-lytic peptides. Biochim. Biophys. Acta. 1462:55-70.
38. Smaby, J. M., M. M. Momsen, H. L. Brockman, and R. E. Brown. 1997. Phosphatidylcholine acyl unsaturation modulates the decrease in interfacial elasticity induced by cholesterol. Biophys. J. 73:1492-1495.
39. Straume, M., S. G. Frasier-Cadoret, and M. L. Johnson. 1991. Least-squares analysis of fluorescence data. In Topics in Fluorescence Spectroscopy: Principles, Vol. 2. J. R. Lakowicz, editor. Plenum Press, New York, NY. 177-240.
40. Straume, M., and B. J. Litman. 1987. Influence of cholesterol on equilibrium and dynamic bilayer structure of unsaturated acyl chain phosphatidylcholine vesicles as determined from higher order analysis of fluorescence anisotropy decay. Biochemistry. 26:5121-5126.
41. 31P-NMR spectroscopy. Biochim. Biophys. Acta. 1238:163-176.
42. 2H nuclear magnetic resonance and differential scanning calorimetry. Biochemistry. 29:451-464.
43. Weakliem, C. L., G. Fujii, J.-E. Chang, A. Ben-Shaul, and W. M. Gelbart. 1995. Effect of tension on pore formation in drug-containing vesicles. J. Phys. Chem. 99:7694-7697.
44. White, S. H., W. C. Wimley, A. S. Ladokhin, and K. Hristiva. 1998. Protein folding in membranes: determining energetics of peptide-bilayer interactions. Methods Enzymol. 295:62-87.
45. Whyte, B. S., R. P. Peterson, and S. C. Hartsel. 1989. Amphotericin B and nystatin show different activities on sterol-free vesicles. Biochem. Biophys. Res. Commun. 164:609-614.