Micellar and biochemical properties of (hemi)fluorinated surfactants are controlled by the size of the polar head

Biophysical Journal

Volumn 97, Issue 4, 2009, Pages 1077-1086

  Breyton, Cécile ^a,b   Gabel, Frank ^a,c,d   Abla, Maher ^e   Pierre, Yves ^a,b   Lebaupain, Florence ^a,b   Durand, Grégory ^e   Popot, Jean Luc ^a,b   Ebel, Christine ^a,c,d   Pucci, Bernard ^e  

^a CNRS   (France)

^b UNIVERSITÉ PARIS DESCARTES   (France)

^c CEA GRENOBLE   (France)

^d UNIV GRENOBLE ALPES   (France)

^e UNIVERSITY OF AVIGNON   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIORHODOPSIN; CARBOHYDRATE DERIVATIVE; CYTOCHROME B6F; DODECYL BETA DEXTRO MALTOSIDE; GALACTOSE; GLUCOSE; MEMBRANE PROTEIN; OCTYL BETA DEXTRO THIO GLUCOSIDE; SUCROSE; SURFACTANT; UNCLASSIFIED DRUG;

ABSORPTION SPECTROPHOTOMETRY; ARTICLE; CENTRIFUGATION; CHEMICAL STRUCTURE; CHLAMYDOMONAS REINHARDTII; CONTROLLED STUDY; ENZYME ACTIVITY; FLUORINATION; GLUCONEOGENESIS; MICELLE; NEUTRON SCATTERING; PARTICLE SIZE; PROTEIN ANALYSIS; PROTEIN STABILITY; PROTEIN SYNTHESIS; SEDIMENTATION RATE; ULTRACENTRIFUGATION;

EID: 69349089410     PISSN: 00063495     EISSN: 15420086     Source Type: Journal    
DOI: 10.1016/j.bpj.2009.05.053     Document Type: Article

References (34)

1. 6f complex. Causes and consequences. J. Biol. Chem. 272:21892-21900.
2. Garavito, R. M., and S. Ferguson-Miller. 2001. Detergents as tools in membrane biochemistry. J. Biol. Chem. 276:32403-32406.
3. Gohon, Y., and J.-L. Popot. 2003. Membrane protein-surfactant complexes. Curr. Opin. Colloid Interface Sci. 9:15-22.
4. Pucci, B., J. C. Maurizis, and A. A. Pavia. 1991. Télomères et cotélomè res d'intérêt biologique et biomédical IV. Les télomères du Tris(hydroxyme ́thyl)-acrylamidométhane nouveaux agents amphiphiles non ioniques. Eur. Polym. J. 10:1101-1106.
5. Chabaud, E., P. Barthélémy, N. Mora, J.-L. Popot, and B. Pucci. 1998. Stabilization of integral membrane proteins in aqueous solution using fluorinated surfactants. Biochimie. 80:515-530. (Pubitemid 28425398)
6. Breyton, C., E. Chabaud, Y. Chaudier, B. Pucci, and J.-L. Popot. 2004. Hemifluorinated surfactants: a non-dissociating environment for handling membrane proteins in aqueous solutions? FEBS Lett. 564:312-318.
7. Kissa, E., editor. 1994. Fluorinated Surfactants: Synthesis, Properties, Applications. Dekker, New York.
8. Nakano, T. Y., G. Sugihara, T. Nakashima, and S. C. Yu. 2002. Thermodynamic study of mixed hydrocarbon/fluorocarbon surfactant system by conductometric and fluorimetric techniques. Langmuir. 18:8777-8785.
9. Mukerjee, P. 1994. Fluorocarbon-hydrocarbon interactions in micelles and other lipid assemblies, at interfaces, and in solutions. Colloids Surf. A. 84:1-10.
10. Barthélémy, P., V. Tomao, J. Selb, Y. Chaudier, and B. Pucci. 2002. Fluorocarbon-hydrocarbon nonionic surfactants mixtures: a study of their miscibility. Langmuir. 18:2557-2563. (Pubitemid 35383824)
11. Rodnin, M. V., Y. O. Posokhov, C. Contino-Pepin, J. Brettmann, A. Kyrychenko, et al. 2008. Interactions of fluorinated surfactants with diphtheria toxin T-domain: testing new media for studies of membrane proteins. Biophys. J. 94:4348-4357.
12. Maurizis, J. C., M. Azim, M. Rapp, B. Pucci, A. A. Pavia, et al. 1994. Disposition in rats and mice of a new fluorinated biocompatible nonionic telomeric carrier. Xenobiotica. 24:535-541.
13. Zarif, L., J. G. Riess, B. Pucci, and A. A. Pavia. 1993. Biocompatibility of alkyl and perfluoroalkyl telomeric surfactants derived from THAM. Biomater. Artif. Cells Immobilization Biotechnol. 21:597-608.
14. Barthélémy, P., B. Améduri, E. Chabaud, J.-L. Popot, and B. Pucci. 1999. Synthesis and preliminary assessments of ethyl-terminated perfluoroalkyl nonionic surfactants derived from tris(hydroxymethyl) acrylamidomethane. Org. Lett. 1:1689-1692.
15. Lebaupain, F., A. G. Salvay, B. Olivier, G. Durand, A. S. Fabiano, et al. 2006. Lactobionamide surfactants with hydrogenated, perfluorinated or hemifluorinated tails: physical-chemical and biochemical characterization. Langmuir. 22:8881-8890. (Pubitemid 44626151)
16. Polidori, A., M. Presset, F. Lebaupain, B. Ameduri, J.-L. Popot, et al. 2006. Fluorinated and hemifluorinated surfactants derived from maltose: synthesis and application to handling membrane proteins in aqueous solution. Bioorg. Med. Chem. Lett. 16:5827-5831.
17. Park, K. H., C. Berrier, F. Lebaupain, B. Pucci, J.-L. Popot, et al. 2007. Fluorinated and hemifluorinated surfactants as alternatives to detergents for membrane protein cell-free synthesis. Biochem. J. 403:183-187.
18. Palchevskyy, S. S., Y. O. Posokhov, B. Olivier, J.-L. Popot, B. Pucci, et al. 2006. Chaperoning of insertion of membrane proteins into lipid bilayers by hemifluorinated surfactants: application to diphtheria toxin. Biochemistry. 45:2629-2635.
19. Tanford, C. 1980. The Hydrophobic Effect: Formation of Micelles and Biological Membranes. Wiley, New York.
20. Israelachvili, J. N., D. J. Mitchell, and B. W. Ninham. 1977. Theory of self-assembly of lipid bilayers and vesicles. Biochim. Biophys. Acta. 470:185-201.
21. Abla, M., G. Durand, and B. Pucci. 2008. Glucose-based surfactants with hydrogenated, fluorinated, or hemifluorinated tails: synthesis and comparative physical-chemical characterization. J. Org. Chem. 73:8142-8153.
22. Pebay-Peyroula, E., G. Rummel, J. P. Rosenbusch, and E. M. Landau. 1997. X-ray structure of bacteriorhodopsin at 2.5 Å from microcrystals grown in lipidic cubic phases. Science. 277:1676-1681. (Pubitemid 27446232)
23. Lopez, F., S. Lobasso, M. Colella, A. Agostiano, and A. Corcelli. 1999. Light-dependent and biochemical properties of two different bands of bacteriorhodopsin isolated on phenyl-sepharose CL-4B. Photochem. Photobiol. 69:599-604.
24. Pierre, Y., C. Breyton, D. Kramer, and J.-L. Popot. 1995. Purification and characterization of the cytochrome b6f complex from Chlamydomonas reinhardtii. J. Biol. Chem. 270:29342-29349.
25. Stroebel, D., Y. Choquet, J.-L. Popot, and D. Picot. 2003. An atypical haem in the cytochrome b(6)f complex. Nature. 426:413-418.
26. Schuck, P. 2000. Size-distribution analysis of macromolecules by sedimentation velocity ultracentrifugation and lamm equation modeling. Biophys. J. 78:1606-1619. (Pubitemid 30141584)
27. Jacrot, B., and G. Zaccai. 1981. Determination of molecular weight by neutron scattering. Biopolymers. 20:2413-2426.
28. Svergun, D. I. 1992. Determination of the regularization parameter in indirect-transform methods using perceptual criteria. J. Appl. Cryst. 25:495-503.
29. Dencher, N. A., and M. P. Heyn. 1978. Formation and properties of bacteriorhodopsin monomers in the non-ionic detergents octyl-b-Dglucoside and Triton X-100. FEBS Lett. 96:322-326.
30. Gohon, Y., T. Dahmane, R. W. Ruigrok, P. Schuck, D. Charvolin, et al. 2008. Bacteriorhodopsin/amphipol complexes: structural and functional properties. Biophys. J. 94:3523-3537.
31. Pierre, Y., C. Breyton, Y. Lemoine, B. Robert, C. Vernotte, et al. 1997. On the presence and role of a molecule of chlorophyll a in the cytochrome b6f complex. J. Biol. Chem. 272:21901-21908.
32. le Maire, M., P. Champeil, and J. V. Møller. 2000. Interaction of membrane proteins and lipids with solubilizing detergents. Biochim. Biophys. Acta. 1508:86-111.
33. 2+-ATPase from sarcoplasmic reticulum. J. Biol. Chem. 264:4907-4915.
34. Rosenbusch, J. P. 2001. Stability of membrane proteins: relevance for the selection of appropriate methods for high-resolution structure determinations. J. Struct. Biol. 136:144-157.