Steroid Structural Requirements for Stabilizing or Disrupting Lipid Domains

Biochemistry

Volumn 42, Issue 48, 2003, Pages 14267-14276

  Wenz, Jorge J ^a   Barrantes, Francisco J ^a  

^a Instituto de Investigaciones Bioquimicas Bahia Blanca   (Argentina)

Author keywords

[No Author keywords available]

Indexed keywords

STEROIDS;

FLUORESCENCE; HYDROPHOBICITY; MEMBRANES; PHOSPHOLIPIDS; POLYMERIZATION; THERMAL EFFECTS;

BIOCHEMISTRY;

1,2 OLEOYLPHOSPHATIDYLCHOLINE; 1,2-OLEOYLPHOSPHATIDYLCHOLINE; 1,6 DIPHENYL 1,3,5 HEXATRIENE; 25 HYDROXYCHOLESTEROL; 25-HYDROXYCHOLESTEROL; CARBON; CHOLESTEROL; CHOLESTEROL DERIVATIVE; DIPALMITOYLPHOSPHATIDYLCHOLINE; FLUORESCENT DYE; LIPOSOME; LONG CHAIN FATTY ACID; MEMBRANE LIPID; NITROGEN OXIDE; NITROXIDE; PHOSPHATIDYLCHOLINE; PHOSPHOLIPID; PREGNENOLONE; SATURATED FATTY ACID; SHORT CHAIN FATTY ACID; SPHINGOMYELIN; STEROID; UNSATURATED FATTY ACID;

ARTICLE; ARTIFICIAL MEMBRANE; BILAYER MEMBRANE; CELL MEMBRANE; CHEMICAL BOND; CHEMICAL LABELING; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; COMPARATIVE STUDY; CORRELATION ANALYSIS; FLUORESCENCE; FLUORESCENCE POLARIZATION; HYDROPHOBICITY; LIPID MEMBRANE; MEMBRANE COMPONENT; MEMBRANE DAMAGE; MEMBRANE MODEL; MEMBRANE STABILIZATION; MEMBRANE STRUCTURE; METABOLISM; MOLECULAR INTERACTION; NONPHOTOCHEMICAL QUENCHING; PRIORITY JOURNAL; SPECTROFLUOROMETRY; SPIN LABELING; STEADY STATE; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; TECHNIQUE; TEMPERATURE DEPENDENCE;

1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE; CHOLESTEROL; DIPHENYLHEXATRIENE; FLUORESCENCE POLARIZATION; FLUORESCENT DYES; HYDROPHOBICITY; HYDROXYCHOLESTEROLS; LIPOSOMES; MEMBRANE MICRODOMAINS; MODELS, CHEMICAL; NITROGEN OXIDES; PHOSPHATIDYLCHOLINES; PHOSPHOLIPIDS; PREGNENOLONE; SPECTROMETRY, FLUORESCENCE; SPIN LABELS; STEROIDS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0344198165     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi035759c     Document Type: Article

References (53)

1. Xu, X., and London, E. (2000) Biochemistry 39, 843-849.
2. Xu, X., Bittman, R., Duportail, G., Heissler, D., Vilchezes, C., and London, E, (2001) J. Biol. Chem. 276, 33540-33546.
3. Brown, D., and Rose, J. K. (1992) Cell 68, 533-544.
4. Simons, K., and Ikonen, E. (1997) Nature 387, 569-572.
5. Thompson, T. E., and Tillack, T. W. (1985) Annu. Rev. Biophys. Biophys. Chem. 14, 361-386.
6. Rietveld, A., and Simons, K. (1998) Biochim. Biophys. Acta 1376, 467-479.
7. Brown, D. A., and London, E. (1998) Annu. Rev. Cell Dev. Biol. 14, 111-136.
8. Simons, K., and Ikonen, E. (2000) Science 290, 1721-1726.
9. Heino, S., Lusa, S., Somerharju, P., Ehnholm, C., Olkkonen, V. M., and Ikonen, E. (2000) Proc. Natl. Acad. Sci. U.S.A. 97, 8375-8380,
10. Herreros, J. N., and Schiavo, G. (2001) Mol. Biol. Cell 12, 2947-2960.
11. Nguyen, D. H., and Taub, D. (2002) J. Immunol. 168, 4121-4126.
12. Popik, W., Alce, T. M., and Au, W. C. (2002) J. Virol. 76, 4709-4722.
13. Anderson, R. G. W., and Jacobson, K. (2002) Science 296, 1821-1825.
14. Schroeder, R., London, E., and Brown, D. (1994) Proc. Natl. Acad. Sci. U.S.A. 91, 12130-12134.
15. Schroeder, R. J., Ahmed, S. N., Zhu, Y., London, E., and Brown, D. A. (1998) J. Biol. Chem. 273, 1150-1157.
16. Ahmed, S. N., Brown, D. A., and London, E. (1997) Biochemistry 36, 10944-10953.
17. Ipsen, J. H., Karlstrom, G., Mouritsen, O. G., Wennerstron, H., and Zuckermann, M. J. (1987) Biochim. Biophys. Acta 905, 162-172.
18. Vist, M. R., and Davis, J. H. (1990) Biochemistry 29, 451-464.
19. Sankaram, M. B., and Thompson, T. E. (1990) Biochemistry 29, 10670-10675.
20. Feigenson, G., and Buboltz, J. (2001) Biophys. J. 80, 2775-2788.
21. London, E., and Brown, D. A. (2000) Biochim. Biophys. Acta 1508, 182-195.
22. Sot, J., Collado, I., Arrondo, J. L. R., Alonso, A., and Goñi, F. M. (2002) Langmuir 18, 2828-2835.
23. Heerklotz, H. (2002) Biophys. J. 83, 2693-2701.
24. Barenholz, Y. (2002) Lipid Res. 41, 1-5.
25. Friedrichson, T., and Kurzchalia, T. V. (1998) Nature 394, 802-805.
26. Varma, R., and Mayor, S. (1998) Nature 394, 798-801.
27. Lentz, B. R., Barenholz, Y., and Thompson, T. E. (1976) Biochemistry 15, 4529-4537.
28. Leo, A., Jow, P. Y., Silipo, C., and Hansch, C. (1975) J. Med. Chem. 18, 865-868.
29. Garbus, I., Bouzat, C., and Barrantes, F. J. (2001) NeuroReport 12, 227-231.
30. Valvani, S. C., and Yalkowsky, S. H. (1980) in Physical Chemical Properties of Drugs (Yalkowsky, S. H., Sinkula, A., and Valvani, S., Eds.) Marcel Dekker, New York.
31. Yalkowsky, S. H., Valvani, S. C., and Roseman, T. J. (1983) J. Pharm. Sci. 72, 866-870.
32. Ponec, M., Kempenaar, J., Shroot, B., and Caron, J. C. (1986) J. Pharm. Sci. 75, 973-975.
33. Pinsuwan, S., Li, A., and Yalkowsky, S. H. (1995) J. Chem. Eng. Data 40, 623-626.
34. Alvarez Núñez, F. A., and Yalkowsky, S. H. (1997) J. Pharm. Sci. 86, 1187-1189.
35. SRC Interactive PhysProp Database (2002) Synopsys Scientific Systems, Ltd., http: //esc.syrres.com/interkow/physdemo.html.
36. KowWin (LowKow) for Microsofts Windows Version 1.65 (1999) Syracuse Research Corp. (SRC), New York.
37. Harris, J. S., Epps D. E., Davio S. R., and Kezdy, F. J. (1995) Biochemistry 34, 3851-3857.
38. Loura, L. M., and Prieto, M. (1997) Biophys. J. 72, 2226-2236.
39. Worcester, D. L., and Franks, N. P. (1976) J. Mol. Biol. 100, 359-378.
40. Mitchell, D. C., and Litman, B. J. (1998) Biophys. J. 75, 896-908.
41. Straume, M., and Litman, B. J. (1987) Biochemistry 26, 5121-5126.
42. Miao, L., Nielsen, M., Thewalt, J., Ipsen, J. H., Bloom, M., Zuckermann, M. J., and Mouritsen, O. G. (2002) Biophys. J. 82, 1429-1444.
43. Samsonov, A. V., Mihalyov, I., and Cohen, F. S. (2001) Biophys. J. 81, 1486-1500.
44. Samuni, A. M., Lipman, A., and Barenholz, Y. (2000) Chem. Phys. Lipids 105, 115-119.
45. Addona, G. H., Sandermann, H., Kloczewiak, M. A., Husain, S. S., and Miller, K. W. (1998) Biochim. Biophys. Acta 1370, 299-309.
46. Barrantes, F. J. (1993) FASEB J. 7, 1460-1467.
47. Barrantes, F. J. (2003) Curr. Opin. Drug Discov. Dev. 6, 620-632.
48. Marsh, D., and Barrantes, F. J. (1978) Proc. Natl. Acad. Sci. U.S.A. 75, 4329-4333.
49. Marsh, D., Watts, A., and Barrantes, F. J. (1981) Biochim. Biophys. Acta 645, 97-101.
50. Bouzat, C., and Barrantes, F. J. (1993) NeuroReport 4, 143-146.
51. Bouzat, C., and Barrantes, F. J. (1993) Mol. Neuropharmacol. 3, 109-116.
52. Bouzat, C., and Barrantes, F. J. (1996) J. Biol. Chem. 271, 25835-25841.
53. Garbus, I., Roccamo, A. M., and Barrantes, F. J. (2002) Neuropharmacology 43, 65-73.