Lessons learned from clustering of fluorinated glycolipids on selectin ligand function in cell rolling

Biochemistry

Volumn 45, Issue 9, 2006, Pages 2894-2903

  Schumacher, Gabriele ^a   Bakowsky, Udo ^b   Gege, Christian ^c   Schmidt, Richard R ^c   Rothe, Ulrich ^d   Bendas, Gerd ^a  

^a UNIVERSITY OF BONN   (Germany)

^b PHILIPPS UNIVERSITY MARBURG   (Germany)

^c UNIVERSITY OF KONSTANZ   (Germany)

^d MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BIODIVERSITY; CELLS; EPITAXIAL GROWTH; MEMBRANES; MICROSCOPIC EXAMINATION;

BINDING EPITOPES; CELLLULAR IMMUNE RESPONSE; CLUSTERING; FLUORINATED GLYCOLIPIDS; LIGAND CLUSTERS; MATRIX LIPIDS; MODEL MEMBRANES; NEOGLYCOLIPIDS; SLEX LIGANDS;

CELL CULTURE;

ENDOTHELIAL LEUKOCYTE ADHESION MOLECULE 1; EPITOPE; FLUORINE; GLYCOLIPID; L SELECTIN; LIGAND; SIALYL LEWIS X ANTIGEN;

ANIMAL CELL; ANTIGEN BINDING; ARTICLE; CELL ADHESION; CELL FUNCTION; CELL INTERACTION; CELL STRUCTURE; CHO CELL; CONTROLLED STUDY; FLUORINATION; IMMUNE RESPONSE; LEUKOCYTE ROLLING; MEMBRANE MODEL; NONHUMAN; PRIORITY JOURNAL; PROTEIN FUNCTION; SCANNING FORCE MICROSCOPY;

ANIMALS; CARBOHYDRATE SEQUENCE; CELL ADHESION; CELL MOVEMENT; CHO CELLS; CRICETINAE; DOSE-RESPONSE RELATIONSHIP, DRUG; EPITOPES; FLUORINE; GLYCOLIPIDS; LEUKOCYTE ROLLING; LIGANDS; LIPIDS; MICROSCOPY, ATOMIC FORCE; MICROSCOPY, FLUORESCENCE; MOLECULAR SEQUENCE DATA; SELECTINS;

ANIMALIA;

EID: 33644688009     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi052201r     Document Type: Article

References (27)

1. Berg, E. L., Robinson, M. K., Mansson, O., Butcher, E. C., and Magnani, J. L. (1991) A carbohydrate domain common to both sialyl Le(a) and sialyl Le(X) is recognized by the endothelial cell leukocyte adhesion molecule ELAM-1A carbohydrate domain common to both sialyl Le(a) and sialyl Le(X) is recognized by the endothelial cell leukocyte adhesion molecule ELAM-1, J. Biol. Chem. 266, 14869-14872.
2. Foxall, C., Watson, S. R., Dowbenko, D., Fennie, C., Lasky, L. A., Kiso, M., Hasegawa, A., Asa, D., and Brandley, B. K. (1992) The three members of the selectin receptor family recognize a common carbohydrate epitope, the sialyl Lewis(x) oligosaccharide, J. Cell Biol. 117, 895-902.
3. Ushiyama, S., Laue, T. M., Moore, K. L., Erickson, H. P., and McEver, R. P. (1993) Structural and functional characterization of monomeric soluble P-selectin and comparison with membrane P-selectin, J. Biol. Chem. 268, 15229-15237.
4. Cooke, R. M., Hale, R. S., Lister, S. G., Shah, G., and Weir, M. P. (1994) The conformation of the sialyl Lewis X ligand changes upon binding to E-selectin, Biochemistry 33, 10591 -10596.
5. Jacob, G. S., Kirmaier, C., Abbas, S. Z., Howard, S. C., Steininger, C. N., Welply, J. K., and Scudder, P. (1995) Binding of sialyl Lewis x to E-selectin as measured by fluorescence polarization, Biochemistry 34, 1210-1217.
6. Thoma, G., Duthaler, R. O., Magnani, J. L., and Patton, J. T. (2001) Nanomolar E-selectin inhibitors: 700-fold potentiation of affinity by multivalent ligand presentation, J. Am. Chem. Soc. 123, 10113-10114.
7. Norgard, K. E., Moore, K. L., Diaz, S., Stults, N. L., Ushiyama, S., McEver, R. P., Cummings, R. D., and Varki, A. (1993) Characterization of a specific ligand for P-selectin on myeloid cells. A minor glycoprotein with sialylated O-linked oligosaccharides, J. Biol. Chem. 268, 12764-12774.
8. Harder, T., and Simons, K. (1997) Caveolae, DIGs, and the dynamics of sphingolipid-cholesterol microdomains, Curr. Opin. Cell Biol. 9, 534-542.
9. Simons, K., and Ikonen, E. (1997) Functional rafts in cell membranes, Nature 387, 569-572.
10. Jacobson, K., and Dietrich, C. (1999) Looking at lipid rafts?, Trends Cell Biol. 9, 87-91.
11. Yoshida, M., Westlin, W. F., Wang, N., Ingber, D. E., Rosenzweig, A., Resnick, N., and Gimbrone, M. A., Jr. (1996) Leukocyte adhesion to vascular endothelium induces E-selectin linkage to the actin cytoskeleton, J. Cell Biol. 133, 445-455.
12. Kiely, J. M., Hu, Y., Garcia-Cardena, G., and Gimbrone, M. A., Jr. (2003) Lipid raft localization of cell surface E-selectin is required for ligation-induced activation of phospholipase C gamma, J. Immunol. 171, 3216-3224.
13. Yoshida, M., Szente, B. E., Kiely, J. M., Rosenzweig, A., and Gimbrone, M. A., Jr. (1998) Phosphorylation of the cytoplasmic domain of E-selectin is regulated during leukocyte-endothelial adhesion, J. Immunol. 161, 933-941.
14. Krauss, K., and Altevogt, P. (1999) Integrin leukocyte function-associated antigen-1-mediated cell binding can be activated by clustering of membrane rafts, J. Biol. Chem. 274, 36921-36927.
15. Vogel, J., Bendas, G., Bakowsky, U., Hummel, G., Schmidt, R. R., Kettmann, U., and Rothe, U. (1998) The role of glycolipids in mediating cell adhesion: a flow chamber study, Biochim. Biophys. Acta 1372, 205-215.
16. Gege, C., Vogel, J., Bendas, G., Rothe, U., and Schmidt, R. R. (2000) Synthesis of the sialyl Lewis X epitope attached to glycolipids with different core structures and their selectin-binding characteristics in a dynamic test system, Chem. Eur. J. 6, 111-122.
17. Bakowsky, U., Schumacher, G., Gege, C., Schmidt, R. R., Rothe, U., and Bendas, G. (2002) Cooperation between lateral ligand mobility and accessibility for receptor recognition in selectin-induced cell rolling, Biochemistry 41, 4704-4712.
18. Krafft, M. P., and Riess, J. G. (1998) Highly fluorinated amphiphiles and colloidal systems, and their applications in the biomedical field. A contribution, Biochimie 80, 489-514.
19. Ravily, V., Santaella, C., and Vierling, P. (1996) Membrane permeability and stability in buffer and in human serum of fluorinated di-O- alkylglycerophosphocholine-based liposomes, Biochim. Biophys. Acta 1285, 79-90.
20. McIntosh, T. J., Simon, S. A., Vierling, P., Santaella, C., and Ravily, V. (1996) Structure and interactive properties of highly fluorinated phospholipid bilayers, Biophys. J. 71, 1853-1868.
21. Gege, C., Schneider, M. F., Schumacher, G., Limozin, L., Rothe, U., Bendas, G., Tanaka, M., and Schmidt, R. R. (2004) Functional microdomains of glycolipids with partially fluorinated membrane anchors: impact on cell adhesion, Chem. Phys. Chem. 5, 216-224.
22. Gege, C., Geyer, A., and Schmidt, R. R. (2002) Synthesis and molecular tumbling properties of sialyl Lewis X and derived neoglycolipids, Chem. Eur. J. 8, 2454-2463.
23. Oberle, V., Bakowsky, U., Zuhorn, I. S., and Hoekstra, D. (2000) Lipoplex formation under equilibrium conditions reveals a three-step mechanism, Biophys. J. 79, 1447-1454.
24. Wild, M. K., Huang, M. C., Schulze-Horsel, U., van der Merwes, P. A., and Vestweber, D. (2001) Affinity, kinetics, and thermodynamics of E-selectin binding to E-selectin ligand-1, J. Biol. Chem. 276, 31602-31612.
25. Rinko, L. J., Lawrence, B., and Guilford, W. H. (2004) The molecular mechanics of P- and L-selectin lectin domains binding to PSGL-1, Biophys. J. 86, 544-554.
26. Hanley, W. D., Wirtz, D., and Konstantopoulos, K. (2004) Distinct kinetics and mechanical properties govern selectin-leukocyte interactions, J. Cell Sci. 117, 2503-2511.
27. Beauharnois, M. E., Lindquist, K. C., Marathe, D., Vanderslice, P., Xia, J., Matta, K. L., and Neelamegham, S. (2005) Affinity and kinetics of sialyl Lewis-X and core-2 based oligosaccharides binding to L- and P-selectin, Biochemistry 44, 9507-9519.