Cooperative partition model of nystatin interaction with phospholipid vesicles

Biophysical Journal

Volumn 84, Issue 5, 2003, Pages 3061-3078

  Coutinho, Ana ^a,b   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; DIPALMITOYLPHOSPHATIDYLCHOLINE; LIPOSOME; NYSTATIN; STEARIC ACID DERIVATIVE;

ARTICLE; CONCENTRATION RESPONSE; DRUG BINDING; FLUORESCENCE ANALYSIS; MATHEMATICAL MODEL; MEMBRANE BINDING; OLIGOMERIZATION; PHOSPHOLIPID VESICLE; SPIN LABELING;

INSERTION SEQUENCES;

EID: 0038637710     PISSN: 00063495     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-3495(03)70032-0     Document Type: Article

References (59)

1. Akaike, N., and N. Harata. 1994. Nystatin perforated patch recording and its applications to analyses of intracellular mechanisms. Jpn. J. Physiol. 44:433-473.
2. Andreoli, T. E. 1974. The structure and function of amphotericin B-cholesterol pores in lipid bilayer membranes. Ann. N.Y. Acad. Sci. 235:448-468.
3. Andreoli, T. E., V. W. Dennis, and A. M. Weigl. 1969. The effect of amphotericin B on the water and nonelectrolyte permeability of thin lipid membranes. J. Gen. Physiol. 53:133-156.
4. Asuncion-Punzalan, E., K. Kachel, and E. London. 1998. Groups with polar characteristics can locate at both shallow and deep locations in membranes: the behavior of dansyl related probes. Biochemistry. 37:4603-4611.
5. Balakrishnan, A. R., and K. R. K. Easwaran. 1993. Lipid-amphotericin B complex structure in solution: a possible first step in the aggregation process in cell membranes. Biochemistry. 32:4139-4144.
6. Bolard, J. 1986. How do the polyene macrolide antibiotics affect the cellular membrane properties? Biochim. Biophys. Acta. 864:257-304.
7. Bolard, J., A. Vertut-Croquin, B. Cybulska, and C. M. Gary-Bobo. 1981. Transfer of the polyene antibiotic amphotericin B between single-walled vesicles of dipalmitoylphosphatidylcholine and egg-yolk phosphatidylcholine. Biochim. Biophys. Acta. 647:241-248.
8. Bolard, J., and J. Milhaud. 1996. Interaction of the anti-Candida amphotericin B (and other polyene antibiotics) with lipids. In Lipids of Pathogenic Fungi. R. Prasad and M. A. Ghannoum, editors. CRC Press, Boca Raton. pp. 253-274.
9. Bolard, J., and M. Cheron. 1982. Association of the polyene antibiotic amphotericin B with phospholipid vesicles: perturbation by temperature changes. Can. J. Biochem. 60:782-789.
10. Bolard, J., M. Cheron, and J. Mazerski. 1984. Effect of surface curvature on the interaction of single lamellar phospholipid vesicles with aromatic and nonaromatic heptaene antibiotics (vacidin A and amphotericin B). Biochem. Pharmacol. 33:3675-3680.
11. Bolard, J., M. Seigneuret, and G. Boudet. 1980. Interaction between phospholipid bilayer membranes and the polyene antibiotic amphotericin B: lipid state and cholesterol content dependence. Biochim. Biophys. Acta. 599:280-293.
12. Brouillette, C. G., J. P. Segrest, T. C. Ng, and J. L. Jones. 1982. Minimal size of phosphatidylcholine vesicles: effects of radius of curvature on head group packing and conformation. Biochemistry. 21:4569-4575.
13. Cass, A., A. Finkelstein, and V. Krespi. 1970. The ion permeability induced in thin lipid membranes by the polyene antibiotics nystatin and amphotericin B. J. Gen. Physiol. 56:100-124.
14. Castanho, M. A., and M. J. Prieto. 1992. Fluorescence study of the macrolide pentaene antibiotic filipin in aqueous solution and in a model system of membranes. Eur. J. Biochem. 207:125-134.
15. Castanho, M., and M. Prieto. 1995. Filipin fluorescence quenching by spinlabeled probes: studies in aqueous solution and in a membrane model system. Biophys. J. 69:155-168.
16. Chrzeszczyck, A., A. Wishnia, and C. S. Springer, Jr. 1977. The intrinsic structural asymmetry of highly curved phospholipid bilayer membranes. Biochim. Biophys. Acta. 470:161-169.
17. Comell, B. A., G. C. Fletcher, J. Middlehurst, and F. Separovic. 1981. Temperature dependence of the size of phospholipid vesicles. Biochim. Biophys. Acta. 642:375-380.
18. 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.
19. de Kruijff, B., and R. A. Demel. 1974. Polyene antibiotic-sterol interactions in membranes of Acholeplasma laidlawii cells and lecithin liposomes. III. Molecular structure of the polyene antibiotic-cholesterol complexes. Biochim. Biophys. Acta. 339:57-70.
20. 2H-NMR. Biochim. Biophys. Acta. 778:435-442.
21. Ellena. J. F., S. J. Archer, R. N. Dominey, B. D. Hill, and D. S. Cafiso. 1988. Localizing the nitroxide group of fatty acid and voltage-sensitive spin-labels in phospholipid bilayers. Biochim. Biophys. Acta. 940: 63-70.
22. 15N]stearic acid spin-label pairs: lateral diffusion and vertical fluctuations in dimyristoylphosphatidylcholine. Biochemistry. 23:2293-2299.
23. Fournier, I., J. Barwicz, and P. Tancrède. 1998. The structuring effects of amphotericin B on pure and ergosterol- or cholesterol-containing dipalmitoylphosphatidylcholine bilayers: a differential scanning calorimetry study. Biochim. Biophys. Acta. 1373:76-86.
24. 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.
25. Grant, C. W. M., K. S. Hamilton, K. D. Hamilton, and K. R. Barber. 1989. Physical biochemistry of a liposomal amphotericin B mixture used for patient treatment. Biochim. Biophys. Acta. 984:11-20.
26. Hamilton, K. S., K. R. Barber, J. H. Davis, K. Neil, and C. W. Grant. 1991. Phase behaviour of amphotericin B multilamellar vesicles. Biochim. Biophys. Acta. 1062:220-226.
27. 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.
28. Hartsel, S., and J. Bolard. 1996. Amphotericin B: new life for an old drug. Trends Pharmacol. Sci. 17:445-449.
29. Holz, R., and A. Finkelstein. 1970. The water and nonelectrolyte permeability induced in thin lipid membranes by the polyene antibiotics nystatin and amphotericin B. J. Gen. Physiol. 56:125-145.
30. Hsu Chen, C. C., and D. S. Feingold. 1973. Polyene antibiotic action on lecithin liposomes: effect of cholesterol and fatty acyl chains. Biochem. Biophys. Res. Commun. 51:972-978.
31. Kleinberg, M. E., and A. Finkelstein. 1984. Single-length and double-length channels formed by nystatin in lipid bilayer membranes. J. Menibr. Biol. 80:257-269.
32. Ladokhin, A. S. 1997. Distribution analysis of depth-dependent fluorescence quenching in membranes: a practical guide. Methods Enzymol. 278:462-473.
33. Lakowicz, J. R. 1999. Principles of Fluorescence Spectroscopy. Plenum Press, New York.
34. Marsh, D. 1990. Handbook of Lipid Bilayers. CRC Press, Boca Raton.
35. Marty, A., and A. Finkelstein. 1975. Pores formed in lipid bilayer membranes by nystatin. Differences in its one-sided and two-sided action. J. Gen. Physiol. 65:515-526.
36. 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.
37. Mazerski, J., J. Bolard, and E. Borowski. 1982. Self-association of some polyene macrolide antibiotics in aqueous media. Biochim. Biophys. Acta. 179:11-17.
38. Mazerski, J., J. Grzybowska, and E. Borowski. 1990. Influence of net charge on the aggregation and solubility behaviour of amphotericin B and its derivatives in aqueous media. Eur. Biophys. J. 18:159-164.
39. McClare, C. W. 1971. An accurate and convenient organic phosphorous assay. Anal. Biochem. 39:527-530.
40. Milhaud, J., J. Berrehar, J. M. Lancelin, B. Michels, G. Raffard, and E. J. Dufourc. 1997. Association of polyene antibiotics with sterol-free lipid membranes. II. Hydrophobic binding of nystatin to dilauroylphosphatidylcholine bilayers. Biochim. Biophys. Acta. 1326:54-66.
41. 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.
42. Nagle, J. F., and M. C. Wiener. 1988. Structure of fully hydrated bilayer dispersions. Biochim. Biophys. Acta. 942:1-10.
43. Petersen, N. O., R. Gratton, and E. M. Pisters. 1987. Fluorescence properties of polyene antibiotics in phospholipid bilayer membranes. Can. J. Chem. 65:238-244.
44. Sackmann, E. 1983. Physical foundations of the molecular organization and dynamics of membranes. In Biophysics. W. Hoppe, W. Lohmann, H. Marke, and H. Ziegler, editors. Springer-Verlag, Berlin. pp. 425-457.
45. St. Pierre-Chazalet, M., C. Thomas, M. Dupeyrat, and C. M. Gary-Bobo. 1988. Amphotericin B-sterol complex formation and competition with egg phosphatidylcholine: a monolayer study. Biochim. Biophys. Acta. 944:477-486.
46. Schaffner. C. P. 1984. Polyene macrolides in clinical practice: pharmacology and adverse and other effects. In Macrolide Antibiotics. Chemistry, Biology, and Practice. S. Ómura, editor. Academic Press, New York. pp. 457-507.
47. Seoane, J. R., N. Vila Romeu, J.J. Miñones, O. Conde, P. Dynarowicz, and M. Casas. 1997. The behavior of amphotericin B monolayers at the air/water interface. Prog. Coll. Polym. Sci. 105:173-179.
48. Strom, R., W. E. Blumberg, R. E. Dale, and C. Crifo. 1976. The interaction of the polyene antibiotic lucensomycin with cholesterol in erythrocyte membranes and in model systems. III. Characterization of spectral parameters. Biophys. J. 16:1297-1314.
49. Suurkuusk, J., B. R. Lentz, Y. Barenholz, R. L. Biltonen, and T. E. Thompson. 1976. A calorimetric and fluorescent probe study of the gel-liquid crystalline phase transition in small, single-lamellar dipalmitoylphosphatidylcholine vesicles. Biochemistry. 15:1393-1401.
50. + leak. Biochim. Biophys. Acta. 938:97-106.
51. Tachyia, M. 1987. Stochastic and diffusion models of reactions in micelles and vesicles. In Kinetics of Nonhomogeneous Processes. G. R. Freeman, editor. Wiley, New York. pp. 575-650.
52. van Dijck, P. W. M., B. de Kruijff, P. A. M. M. Aarts, A. J. Verkleij, and J. de Gier. 1978. Phase transitions in phospholipid model membranes of different curvature. Biochim. Biophys. Acta. 506:183-191.
53. van Hoogevest, P., and B. de Kruijff. 1978. Effect of amphotericin B on cholesterol-containing liposomes of egg phosphatidylcholine and didocoseneoylphosphatidylcholine. A refinement of the model for the formation of pores by amphotericin B in membranes. Biochim. Biophys. Acta. 511:397-407.
54. Vertut-Croquin, A., J. Bolard, and C. M. Gary-Bobo. 1984. Enhancement of amphotericin B selectivity by antibiotic incorporation into gel state vesicles. A circular dichroism and permeability study. Biochem. Biophys. Res. Commun. 125:360-366.
55. Vertut-Croquin, A., J. Bolard, M. Chabbert, and C. Gary-Bobo. 1983. Differences in the interaction of the polyene antibiotic amphotericin B with cholesterol- or ergosterol-containing phospholipid vesicles. A circular dichroism and permeability study. Biochemistry. 22:2939-2944.
56. Wardlaw, J. R., W. H. Sawyer, and K. P. Ghiggino. 1987. Vertical fluctuations of phospholipid acyl chains in bilayers. FEBS Lett. 223:20-24.
57. White, S. H., W. C. Wimley, A. S. Ladokhin, and K. Hristova. 1998. Protein folding in membranes: determining energetics of peptide-bilayer interactions. Methods Enzymol. 295:62-87.
58. Wimley, W. C., K. Hristova, A. S. Ladokhin, L. Silvestro, P. H. Axelsen, and S. H. White. 1998. Folding of β-sheet membrane proteins: a hydrophobic hexapeptide model. J. Mol. Biol. 277:1091-1110.
59. Witzke, N. M., and R. Bittman. 1984. Dissociation kinetics and equilibrium binding properties of polyene antibiotic complexes with pbosphatidylcholine/sterol vesicles. Biochemistry. 23:1668-1674.