Fast diffusion of very long chain saturated fatty acids across a bilayer membrane and their rapid extraction by cyclodextrins: Implications for adrenoleukodystrophy

Journal of Biological Chemistry

Volumn 284, Issue 48, 2009, Pages 33296-33304

  Pillai, Biju K ^a   Jasuja, Ravi ^a   Simard, Jeffrey R ^a,c   Hamilton, James A ^a,b  

^a BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b Boston University   (United States)

^c CHEMICAL GENOMICS CENTRE OF THE MAX PLANCK SOCIETY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATIVE APPROACH; AQUEOUS SOLUBILITY; BI-LAYER; BILAYER MEMBRANES; FAST DIFFUSION; FATTY ACID METABOLISM; FLUORESCENT PROBES; LIPID MEMBRANES; LIVING CELL; LONG CHAINS; OUTER MEMBRANE; PEROXISOMAL MEMBRANES; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; PROTEIN-FREE; PYRANINE; RAPID EXTRACTION; REAL TIME; SATURATED FATTY ACID; SLOW DESORPTION; TOXIC LEVELS; UNILAMELLAR; UPPER LIMITS; VERY LONG-CHAIN FATTY ACIDS;

ACIDS; CYCLODEXTRINS; DESORPTION; FATTY ACIDS; FLIP FLOP CIRCUITS; MEMBRANES; PROTEINS; SILANES; SUGAR (SUCROSE);

LIPID BILAYERS;

CYCLODEXTRIN DERIVATIVE; LONG CHAIN FATTY ACID; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLETHANOLAMINE; SATURATED FATTY ACID;

ARTICLE; BILAYER MEMBRANE; CELL MEMBRANE TRANSPORT; CELL VACUOLE; CONTROLLED STUDY; FATTY ACID TRANSPORT; FLUORESCENCE; HUMAN; HUMAN CELL; LIPID SOLUBILITY; OUTER MEMBRANE; PRIORITY JOURNAL; TEMPERATURE; TRANSPORT KINETICS; VISCOSITY;

ADRENOLEUKODYSTROPHY; BETA-CYCLODEXTRINS; BIOLOGICAL TRANSPORT; CELL LINE; CELL MEMBRANE; DIFFUSION; EICOSANOIC ACIDS; FATTY ACIDS; FLUORESCENT DYES; HUMANS; LIPID BILAYERS; PHOSPHATIDYLCHOLINES; SPECTROMETRY, FLUORESCENCE;

EID: 70450246964     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M109.043737     Document Type: Article

References (62)

1. Moser, H. W., and Moser, A. B. (1996) Lipids 31, S141-S144
2. Eichler, F. S., Ren, J. Q., Cossoy, M., Rietsch, A. M., Nagpal, S., Moser, A. B., Frosch, M. P., and Ransohoff, R. M. (2008) Ann. Neurol. 63, 729-742
3. Grkoviæ, S., Dordeviæ, M., Nikoliæ, R., Zivanceviæ-Simonoviæ, S., and Puzigaæä, Z. (2007) Med. Pregl. 60, 401-403
4. Hein, S., Schönfeld, P., Kahlert, S., and Reiser, G. (2008) Hum. Mol. Genet. 17, 1750-1761
5. Heinzer, A. K., Watkins, P. A., Lu, J. F., Kemp, S., Moser, A. B., Li, Y. Y., Mihalik, S., Powers, J. M., and Smith, K. D. (2003) Hum. Mol. Genet. 12, 1145-1154
6. Steinberg, S., Jones, R., Tiffany, C., and Moser, A. (2008) Curr. Protoc. Hum. Genet. Unit 17.16
7. Poggi-Travert, F., Fournier, B., Poll-The, B. T., and Saudubray, J. M. (1995) J. Inherit. Metab. Dis. 18, Suppl. 1, 1-18
8. Singh, H., Derwas, N., and Poulos, A. (1987) Arch. Biochem. Biophys. 257, 302-314
9. Singh, H., Derwas, N., and Poulos, A. (1987) Arch. Biochem. Biophys. 259, 382-390
10. Singh, H., Derwas, N., and Poulos, A. (1987) Arch. Biochem. Biophys. 254, 526-533
11. van Roermund, C. W., Visser, W. F., Ijlst, L., van Cruchten, A., Boek, M., Kulik, W., Waterham, H. R., and Wanders, R. J. (2008) FASEB J. 22, 4201-4208
12. Kemp, S., Valianpour, F., Denis, S., Ofman, R., Sanders, R. J., Mooyer, P., Barth, P. G., and Wanders, R. J. (2005) Mol. Genet. Metab. 84, 144-151
13. Corzo, D., Gibson, W., Johnson, K., Mitchell, G., LePage, G., Cox, G. F., Casey, R., Zeiss, C., Tyson, H., Cutting, G. R., Raymond, G. V., Smith, K. D., Watkins, P. A., Moser, A. B., Moser, H. W., and Steinberg, S. J. (2002) Am. J. Hum. Genet. 70, 1520-1531
14. Cartier, N., Lopez, J., Moullier, P., Rocchiccioli, F., Rolland, M. O., Jorge, P., Mosser, J., Mandel, J. L., Bougne'res, P. F., and Danos, O. (1995) Proc. Natl. Acad. Sci. U.S.A. 92, 1674-1678
15. Hettema, E. H., and Tabak, H. F. (2000) Biochim. Biophys. Acta 1486, 18-27
16. Kamp, F., Guo, W., Souto, R., Pilch, P. F., Corkey, B. E., and Hamilton, J. A. (2003) J. Biol. Chem. 278, 7988-7995
17. Kamp, F., and Hamilton, J. A. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 11367-11370
18. Kleinfeld, A. M., Chu, P., and Romero, C. (1997) Biochemistry 36, 14146-14158
19. Simard, J. R., Kamp, F., and Hamilton, J. A. (2008) Biophys. J. 94, 4493-4503
20. Simard, J. R., Pillai, B. K., and Hamilton, J. A. (2008) Biochemistry 47, 9081-9089
21. Veerkamp, J. H., and Maatman, R. G. (1995) Prog. Lipid Res. 34, 17-52
22. Zhang, F., Kamp, F., and Hamilton, J. A. (1996) Biochemistry 35, 16055-16060
23. Choi, J. K., Ho, J., Curry, S., Qin, D., Bittman, R., and Hamilton, J. A. (2002) J. Lipid Res. 43, 1000-1010
24. Ho, J. K., Moser, H., Kishimoto, Y., and Hamilton, J. A. (1995) J. Clin. Invest. 96 , 1455-1463
25. Orosz, D. E., and Garlid, K. D. (1993) Anal. Biochem. 210, 7-15
26. Wall, J., Golding, C. A., Van Veen, M., and O'Shea, P. (1995) Mol. Membr. Biol. 12, 183-192
27. Asawakarn, T., Cladera, J., and O'Shea, P. (2001) J. Biol. Chem. 276, 38457-38463
28. Bondar, O. P., and Rowe, E. S. (1999) Biophys. J. 76, 956-962
29. Macgregor, R. B., and Weber, G. (1986) Nature 319, 70-73
30. Weber, G., and Farris, F. J. (1979) Biochemistry 18, 3075-3078
31. Meshulam, T., Simard, J. R., Wharton, J., Hamilton, J. A., and Pilch, P. F. (2006) Biochemistry 45, 2882-2893
32. Simard, J. R., Meshulam, T., Pillai, B. K., Kirber, M. T., Brunaldi, K., Xu, S., Pilch, P. F., and Hamilton, J. A. (2009) J. Lipid Res., 10.1194/jlr. M900251-JLR200
33. Kamp, F., Zakim, D., Zhang, F., Noy, N., and Hamilton, J. A. (1995) Biochemistry 34, 11928-11937
34. Hamilton, J. A., and Brunaldi, K. (2007) J. Mol. Neurosci. 33, 12-17
35. Dietrich, C., Bagatolli, L. A., Volovyk, Z. N., Thompson, N. L., Levi, M., Jacobson, K., and Gratton, E. (2001) Biophys. J. 80, 1417-1428
36. Pützel, G. G., and Schick, M. (2009) Biophys. J. 96, 4935-4940
37. Rawicz, W., Smith, B. A., McIntosh, T. J., Simon, S. A., and Evans, E. (2008) Biophys. J. 94, 4725-4736
38. Krasnowska, E. K., Bagatolli, L. A., Gratton, E., and Parasassi, T. (2001) Biochim. Biophys. Acta 1511, 330-340
39. Krasnowska, E. K., Gratton, E., and Parasassi, T. (1998) Biophys. J. 74, 1984-1993
40. Massey, J. B., She, H. S., and Pownall, H. J. (1985) Biochemistry 24, 6973-6978
41. Tamai, N., Uemura, M., Goto, M., Matsuki, H., and Kaneshina, S. (2008) Colloids Surf. B Biointerfaces 65, 213-219
42. Deon, M., Garcia, M. P., Sitta, A., Barschak, A. G., Coelho, D. M., Schimit, G. O., Pigatto, M., Jardim, L. B., Wajner, M., Giugliani, R., and Vargas, C. R. (2008) Metab. Brain Dis. 23, 43-49
43. Di Biase, A., Avellino, C., Pieroni, F., Quaresima, T., Grisolia, A., Cappa, M., and Salvati, S. (1997) Neurochem. Res. 22, 327-331
44. Whitcomb, R. W., Linehan, W. M., and Knazek, R. A. (1988) J. Clin. Invest. 81, 185-188
45. Camargo, F., Erickson, R. P., Garver, W. S., Hossain, G. S., Carbone, P. N., Heidenreich, R. A., and Blanchard, J. (2001) Life Sci. 70, 131-142
46. Kilsdonk, E. P., Yancey, P. G., Stoudt, G. W., Bangerter, F. W., Johnson, W. J., Phillips, M. C., and Rothblat, G. H. (1995) J. Biol. Chem. 270, 17250-17256
47. Kritharides, L., Kus, M., Brown, A. J., Jessup, W., and Dean, R. T. (1996) J. Biol. Chem. 271, 27450-27455
48. Rawyler, A., and Siegenthaler, P. A. (1996) Biochim. Biophys. Acta 1278, 89-97
49. Yancey, P. G., Rodrigueza, W. V., Kilsdonk, E. P., Stoudt, G. W., Johnson, W. J., Phillips, M. C., and Rothblat, G. H. (1996) J. Biol. Chem. 271, 16026-16034
50. Theda, C., Moser, A. B., Powers, J. M., and Moser, H. W. (1992) J. Neurol. Sci. 110, 195-204
51. Boylan, J. G., and Hamilton, J. A. (1992) Biochemistry 31, 557-567
52. Brunaldi, K., Huang, N., and Hamilton, J. A. (2009) J. Lipid Res., 10.1194/M900200-JLR200
53. Hamilton, J. A. (2003) Curr. Opin. Lipidol. 14, 263-271
54. Moser, H. W. (1995) J. Neuropathol. Exp. Neurol. 54, 740-745
55. Moser, H. W., and Borel, J. (1995) Annu. Rev. Nutr. 15, 379-397
56. Moser, H. W., Moser, A. B., Hollandsworth, K., Brereton, N. H., and Raymond, G. V. (2007) J. Mol. Neurosci. 33, 105-113
57. van Geel, B. M., Assies, J., Haverkort, E. B., Koelman, J. H., Verbeeten, B., Jr., Wanders, R. J., and Barth, P. G. (1999) J. Neurol. Neurosurg. Psychiatry 67, 290-299
58. Liu, B., Turley, S. D., Burns, D. K., Miller, A. M., Repa, J. J., and Dietschy, J. M. (2009) Proc. Natl. Acad. Sci. U.S.A. 106, 2377-2382
59. Covey, S. D., Brunet, R. H., Gandhi, S. G., McFarlane, N., Boreham, D. R., Gerber, G. E., and Trigatti, B. L. (2007) Biochem. Biophys. Res. Commun. 355, 67-71
60. Frank, P. G., Marcel, Y. L., Connelly, M. A., Lublin, D. M., Franklin, V., Williams, D. L., and Lisanti, M. P. (2002) Biochemistry 41, 11931-11940
61. Klymchenko, A. S., Duportail, G., Demchenko, A. P., and Mely, Y. (2004) Biophys. J. 86, 2929-2941
62. Wilson-Ashworth, H. A., Bahm, Q., Erickson, J., Shinkle, A., Vu, M. P., Woodbury, D., and Bell, J. D. (2006) Biophys. J. 91, 4091-4101