Competitive binding of cholesterol and ergosterol to the polyene antibiotic nystatin. A fluorescence study

Biophysical Journal

Volumn 90, Issue 10, 2006, Pages 3625-3631

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

^a INSTITUTO SUPERIOR TÉCNICO   (Portugal)

^b UNIVERSITY OF LISBON   (Portugal)

Author keywords

[No Author keywords available]

Indexed keywords

CHOLESTEROL; CHOLINE DERIVATIVE; ERGOSTEROL; NYSTATIN; PALMITOYLOLEOYLPHOSPHOCHOLINE; POLYENE ANTIBIOTIC AGENT; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; BINDING COMPETITION; CELL PERMEABILIZATION; COMPLEX FORMATION; DRUG BINDING; FLUORESCENCE ANALYSIS; INHIBITION KINETICS; LIPID VESICLE; MEMBRANE BINDING; MOLECULAR INTERACTION; PHARMACODYNAMICS; PHYSICAL CHEMISTRY; SPECTROSCOPY;

EID: 33646201285     PISSN: 00063495     EISSN: None     Source Type: Journal    
DOI: 10.1529/biophysj.105.075408     Document Type: Article

References (26)

1. Bolard, J. 1986. How do the polyene macrolide antibiotics affect the cellular membrane properties? Biochim. Biophys. Acta. 864:257-304.
2. 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.
3. Fujii, G., J. E. Chang, T. Coley, and B. Steere. 1997. The formation of amphotericin B ion channels in lipid bilayers. Biochemistry. 36:4959-4968.
4. 2H-NMR. Biochim. Biophys. Acta. 778:435-442.
5. Coutinho, A., L. Silva, A. Fedorov, and M. Prieto. 2004. Cholesterol and ergosterol influence nystatin surface aggregation: relation to pore formation. Biophys. J. 87:3264-3276.
6. Coutinho, A., and M. Prieto. 2003. Cooperative partition model of nystatin interaction with phospholipid vesicles. Biophys. J. 84:3061-3078.
7. 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.
8. McClare, C. 1974. An accurate and convenient organic phosphorus assay. Anal. Biochem. 39:527-530.
9. Wimley, W. C., K. Hristova, A. S. Ladokhin, L. Silvestro, P. H. Axelsen, and S. H. Whyte. 1998. Folding of β-sheet membrane proteins: a hydrophobic hexapeptide model. J. Mol. Biol. 277:1091-1110.
10. Coutinho, A., and M. Prieto. 1995. Self-association of the polyene antibiotic nystatin in dipalmitoylphosphatidylcholine vesicles: a timeresolved fluorescence study. Biophys. J. 69:2541-2557.
11. Santos, N. C., M. Prieto, and M. A. R. B. Castanho. 2003. Quantifying molecular partition into model systems of biomembranes: an emphasis on optical spectroscopic methods. Biochim. Biophys. Acta. 1612:123-135.
12. de Almeida, R. F. M., A. Fedorov, and M. Prieto. 2003. Sphingomyelin/phosphatidylcholine/cholesterol phase diagram: boundaries and composition of lipid rafts. Biophys. J. 85:2406-2416.
13. 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.
14. Schwarz, G., and C. H. Robert. 1992. Kinetics of pore-mediated release of marker molecules from liposomes or cells. Biophys. Chem. 42:291-296.
15. 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.
16. Loura, L. M. S., A. Fedorov, and M. Prieto. 1996. Resonance energy transfer in a model system of membranes: application to gel and liquid crystalline phases. Biophys. J. 71:1823-1836.
17. Lentz, B. R. 1989. Membrane fluidity as detected by diphenylhexatriene probes. Chem. Phys. Lipids. 50:171-190.
18. Xu, X., R. Bittman, G. Duportail, D. Heissler, C. Vilcheze, and E. London. 2001. Effect of the structure of natural sterols and sphingolipids on the formation of ordered sphingolipid/sterol domains (rafts). J. Biol. Chem. 276:33540-33546.
19. Prendergast, F. G., R. P. Haugland, and P. J. Callahan. 1981. 1-[4-(Trimethylamino)phenyl]-6-phenylhexa-1,3,5-triene: synthesis, fluorescence properties, and use as a fluorescence probe of lipid bilayers. Biochemistry. 20:7333-7388.
20. Kaiser, R. D., and E. London. 1998. Location of diphenylhexatriene (DPH) and its derivatives within membranes: comparison of different fluorescence quenching analyses of membrane depth. Biochemistry. 37:8180-8190.
21. Hsueh, Y.-M., K. Gilbert, C. Trandum, M. Zuchermann, and J. Thewalt. 2005. The effect of ergosterol on dipalmitoylphosphocholine bilayers: a deuterium NMR and calorimetric study. Biophys. J. 88:1799-1808.
22. Endress, E., H. Heller, H. Casalta, M. F. Brown, and T. M. Bayerl. 2002. Anisotropic motion and molecular dynamics of cholesterol, lanosterol, and ergosterol in lecithin bilayers studied by quasi-elastic neutron scattering. Biochemistry. 41:13078-13086.
23. 31P- NMR spectroscopy. Biochim. Biophys. Acta. 1238:163-176.
24. 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.
25. 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.
26. Matsumori, N., N. Eiraku, S. Matsuoka, T. Oishi, M. Murata, T. Aoki, and T. Ide. 2004. An amphotericin B-ergosterol covalent conjugate with powerful membrane permeabilizing activity. Chem. Biol. 11:673-679.