Lactobionamide surfactants with hydrogenated, perfluorinated or hemifluorinated tails: Physical-chemical and biochemical characterization

Langmuir

Volumn 22, Issue 21, 2006, Pages 8881-8890

  Lebaupain, Florence ^a   Salvay, Andres G ^b,d   Olivier, Blandine ^c   Durand, Gregory ^c   Fabiano, Anne Sylvie ^c   Michel, Nicolas ^c   Popot, Jean Luc ^a   Ebel, Christine ^b   Breyton, Cécile ^a   Pucci, Bernard ^c  

^a CNRS   (France)

^b INSTITUT DE BIOLOGIE STRUCTURALE   (France)

^c UNIVERSITY OF AVIGNON   (France)

^d INSTITUTO DE FÍSICA LA PLATA   (Argentina)

Author keywords

[No Author keywords available]

Indexed keywords

CELL MEMBRANES; DETERGENTS; HYDROGENATION; MICELLES; NITROGEN COMPOUNDS; PROTEINS; SELF ASSEMBLY;

AQUEOUS BUFFERS; BIOCHEMICAL PROPERTIES; HEMIFLUORINATED AMPHIPHILES; MEMBRANE PROTEINS;

SURFACE ACTIVE AGENTS;

DISACCHARIDE; FLUORINE; HYDROGEN; LACTOBIONAMIDE; SURFACTANT;

ARTICLE; BIOCHEMISTRY; CHEMICAL STRUCTURE; CHEMISTRY; PHYSICAL CHEMISTRY; SOLUTION AND SOLUBILITY;

BIOCHEMISTRY; CHEMISTRY, PHYSICAL; DISACCHARIDES; FLUORINE; HYDROGEN; MOLECULAR STRUCTURE; SOLUTIONS; SURFACE-ACTIVE AGENTS;

EID: 33750296008     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la061083l     Document Type: Article

References (57)

1. le Maire, M.; Champeil, P.; Møller, J. V. Biochim. Biophys. Acta 2000, 1508, 86-111.
2. Bowie, J. U. Curr. Opin. Struct. Biol. 2001, 11, 397-402.
3. Garavito, R. M.; Ferguson-Miller, S. J. Biol. Chem. 2001 276, 32403-32406.
4. Seddon, A. M.; Curnow, P.; Booth, P. J. Biochim. Biophys. Acta 2004, 1666, 105-117.
5. Breyton, C.; Tribet, C.; Olive, J.; Dubacq, J.-P.; Popot, J.-L. J. Biol. Chem. 1997, 272, 21892-21900.
6. Chabaud, E.; Barthélémy, P.; Mora, N.; Popot, J.-L.; Pucci, B. Biochimie 1998, 80, 515-530.
7. Barthélémy, P.; Tomao, V.; Selb, J.; Chaudier, Y.; Pucci, B. Langmuir 2002, 18, 2557-2563 and references cited.
8. Pucci, B.; Maurizis, J.-C.; Pavia, A. A. Eur. Polym. J. 1991, 27, 1101-1106.
9. Barthélémy, P.; Ameduri, B.; Chahaud, E.; Popot, J.-L.; Pucci, B. Org. Lett. 1999, 1, 1689-1692.
10. Breyton, C.; Chahaud, E.; Chaudier, Y.; Pucci B.; Popot J.-L. FEBS Lett. 2004, 564, 312-318.
11. Palchevskyy, S.S.; Posokhov, Y. O.; Olivier, B.; Popot, J.-L.; Pucci, B.; Ladokhin, A. S. Biochemistry 2006, 45, 2629-2635.
12. Chaudier, Y.; Zito, F.; Barthélémy, P.; Stroebel, D.; Ameduri, B.; Popot, J.-L.; Pucci, B. Bioorg. Med. Chem. Lett. 2002, 12, 1587-1590.
13. Stroebel, D.; Choquct. Y.; Popot. J.-L.; Picot, D. Nature (London) 2003, 426, 413-418.
14. Williams T. J.; Plessas, N. R.; Goldstein, I. J. Arch. Biochem. Biophys. 1979, 195, 145-151.
15. Emmanouil, V.; El Ghoul, M.; Andre-Barres, C.; Guidetti, B.; Rico-Lattes, I.; Lattes, A. Langmuir 1998, 14, 5389-5395.
16. El Ghoul, M.; Escoula, B.; Rico I.; Lattes A. J. Fluor. Chem. 1992, 59, 107-112.
17. Manseri, A.; Ameduri, B.; Boutevin, B.; Kotora, M.; Hajeck, M.; Caporriccio, G. J. Fluor. Chem. 1995, 73, 151-158.
18. Pierre, Y.; Breyton, C.; Kramer, D.; Popot J.-L. J. Biol. Chem. 1995, 270, 29342-29349.
19. Arai, T.; Takasugi, K.; Esumi, K. Colloids Surf., A 1996, 119, 81-85.
20. Braumann, T. J. Chromatogr. 1986, 373, 191-225.
21. Hseih, M.-M.; Dorsey, J. G. Anal. Chem. 1995, 67, 48-57.
22. Gohon, Y.; Pavlov, G.; Timmins, P.; Tribet, C.; Popot J.-L.; Ebel, C. Anal. Biochem. 2004, 334, 318-34.
23. Salvay, A.; Ebel, C. Prog. Colloid Polym. Sci. 2006, 131, 74-82.
24. Dam, J.; Schuck, P. Methods Enzymol. 2004, 384, 185-212.
25. Solovyova, A.; Schuck, P.; Costenaro L.; Ebel. C. Biophys. J. 2001 81, 1868-80.
26. Schuck, P. In Modern Analytical Ultracentrifugation: Techniques and Methods; Scott, D. J., Harding, S. E., Rowe, A. J., Eds.; The Royal Society of Chemistry Publishing: Cambridge, U.K., 2005; pp 26-50.
27. Harlan, J. E.; Picot, D.; Loll, P. J.; Garavito, R. M. Anal. Biochem. 1995, 224, 557-563.
28. Salvay, A.; Ebel, C. Prog. Colloid Polym. Sci. 2006, 131, 74-82.
29. Dewar, M. J. S.; Thiel, W. J. Am. Chem. Soc. 1977, 99, 4899-4907.
30. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S.; Windus, T. L.; Dupuis, M.; Montgomery, J. A., Jr. J. Comput. Chem. 1993, 14, 1347-1363.
31. Lindahl, E.; Hess, B.; van der Spoel, D. J. Mol. Mod. 2001, 7, 306-317.
32. http://www.gromacs.org.
33. Paulsen, H. Angew. Chem., Int. Ed. Engl. 1982, 21, 155.
34. Schmidt, R. R. Angew. Chem., Int. Ed. Engl. 1986, 25, 212-235.
35. Hein, M.; Miethchen, R. Tetrahedron Lett. 1998, 39, 6679-6682.
36. Gueyrard, D.; Rollin, P.; Thanh Nga, T. T.; Ourevitch, M.; Begue, J.-P.: Bonnet-Delpon, D. Carbohydr. Res. 1999, 318, 171-179.
37. Hafkamp, R. J. H.; Feiters, M. C.; Nolle, R. J. M. J. Org. Chem. 1999, 64, 412-426.
38. Zhang, T.; Marchant, R. E. J. Colloid Interface Sci. 1996, 177, 419-426.
39. Pfannemuller, B.; Weite, W. Chem. Phys. Lipids 1985, 37, 227-240.
40. Emmanouil, V.; El Ghoul, M.; Andre-Barres, C.; Guidetti, B.; Rico-Lattes, I.; Lattes, A. Langmuir 1998, 14, 5389-5395.
41. Kjellin, U. R. M.; Claesson, Per M.; Vulfson, E. Langmuir 2001, 17, 1941-1949.
42. Syper, L.; Wilk, K. A.; Sokolowski, A.; Burczyk, B. Prog. ColloidPolym. Sci. 1832, 110, 199-203.
43. Dupuy, C.; Auvray, X.; Petipas, C.; Anthore, R.; Rico-Lattes, I.; Lattes A. Langmuir 1998, 14, 91-97.
44. Kalyanasundaram, K.; Thomas, J. K. J. Am. Chem. Soc. 1977, 99, 2039-2044.
45. Winnik, F. M.; Regismond, S. T. A. Colloids Surf., A 1996, 118, 1-39.
46. Kissa, E. Fluorinated Surfactants: Synthesis, Properties, Applications; Surfactants Science Series 50; Dekker: New York, 1994; Chapter 7, pp 264-282.
47. Kissa, E. in Fluorinated Surfactants: Synthesis, Properties, Applications; Surfactants Science Series 50; Dekker: New York, 1994; Chapter 4, pp 92-161.
48. Zana, R. E. Colloids Surf. A 1997, 123-124, 27-35.
49. Neugebauer, J. A guide to the properties and uses of detergents in biology and biochemistry; Calbiochem Co.: La Jolla, CA, 1988.
50. Pierre, Y.; Breyton, C.; Robert, B.; Vernotte, C.; Popot, J.-L. J. Biol. Chem. 1997, 272, 21901-21908.
51. Barthélémy, P.; Cuvillier, N.; Chaudier, Y.; Benattar, J.-J.; Pucci, B. J. Fluorine Chem. 2000, 105, 95-102.
52. Ravey, J. C.; Stébé, M. J. Colloids Surf. A 1994, 84, 11-31.
53. Eastoe, J.; Paul, A.; Rankin, A.; Wat, R. Langmuir 2001, 17, 7873-7878.
54. Israelachvili, J.; Mitchell, D.; Ninham, B. J. Biochim. Biophys. Acta 1977, 470, 185-201.
55. Nagarajan, R. Langmuir 2002, 18, 31-38.
56. Burkitt, S. J.: Ottewill, R. H.; Hayter, J. B.; Ingram, B. T. Colloid Polym. Sci. 1987, 265, 619-627.
57. Wang, K.; Karlsson, G.; Almgren, M.; Asakawa, T. J. Phys. Chem. B 1999, 103, 9237-9246 and references cited.