Knowledge-based modeling of a legume lectin and docking of the carbohydrate ligand: The Ulex europaeus lectin I and its interaction with fucose

Journal of Molecular Graphics

Volumn 14, Issue 6, 1996, Pages 322-327

  Gohier, Arnaud ^a,d   Espinosa, Juan Felix ^b   Jimenez Barbero, Jesus ^b   Carrupt, Pierre Alain ^c   Pérez, Serge ^a,d   Imberty, Anne ^a,d  

^a CENTRE DE RECHERCHES SUR LES MACROMOLÉCULES VÉGÉTALES CERMAV CNRS   (France)

^b CSIC   (Spain)

^c UNIVERSITY OF LAUSANNE   (Switzerland)

^d UNIV GRENOBLE ALPES   (France)

Author keywords

Docking; Fucose; Molecular modeling; Ulex europaeus

Indexed keywords

FUCOSE; HYDROXYL GROUP; PLANT LECTIN; ULEX EUROPAEUS AGGLUTININ;

ARTICLE; BINDING SITE; CRYSTAL STRUCTURE; HYDROGEN BOND; MOLECULAR MODEL; PRIORITY JOURNAL;

ULEX EUROPAEUS;

EID: 0030390812     PISSN: 02637855     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0263-7855(97)00010-6     Document Type: Article

References (23)

1. 1 Sharon, N. and Lis, H. Lectins as cell recognition molecules. Science 1989, 246, 227-246
2. 2 Cazal, P. and Lalaurie, M. Recherches sur quelques phyto-agglutinines specifiques des groupes sanguins ABO. Acta Haematol. 1952, 8, 73-82
3. 3 Konami, Y., Yamamoto, K., and Osawa, T. The primary structures of two types of the Ulex europeus seed lectin. J. Biochem. 1991, 109, 650-658
4. 4 Imberty, A., Casset, F., Gegg, C.V., Etzler, M.E., and Perez, S. Molecular modeling of the Dolichos biflorus seed lectin and its specific interaction with carbohydrates: α-D-N-Acetyl-galactosamine, Forssman disaccharide and blood group A trisaccharide Glycoconj. J. 1994, 11, 400-413
5. 5 Imberty, A., Hardman, K.D., Carver, J.P., and Pérez, S. Molecular modeling of protein-carbohydrate interactions. Docking of monosaccharides in the binding site of concanavalin A. Glycobiology 1991, 1, 456-484
6. 6 Pérez, S., Meyer, C., and Imberty, A. Practical tools for accurate modeling of complex carbohydrates and their interactions with proteins. In Modelling of Biomolecular Structures and Mechanisms (A. Pullman, J. Jortner, and B. Pullman, eds.). Kluwer Academic Publishers, Dordrecht, 1995, pp. 425-454
7. 7 Goodford, P.J. A computational procedure for determining energetically favorable binding sites on biologically important molecules. J. Med. Chem. 1985, 28, 849-857
8. 8 Testa, B., Carrupt, P.-A., Gaillard, P., Billois, F., and Weber, P. Lipophilicity in molecular modeling. Pharmaceut. Res. 1996, 13, 335-343
9. 9 Delbaere, L.T., Vandonselaar, M., Prasad, L., Quail, J.W., Wilson, K.S., and Dauter, Z. Structures of lectin IV of Griffonia simplicifolia and its complex with the Lewis b human blood group determinant at 2.0 Å resolution. J. Mol. Biol. 1993, 230, 950-965
10. 10 Shaanan, B., Lis, H., and Sharon, N. Structure of a legume lectin with an ordered N-linked carbohydrate in complex with lactose. Science 1991, 254, 862-866
11. 11 Hardman, K.D., Agarwal, R.C., and Freiser, M.J. Manganese and calcium binding sites of concanavalin A. J. Biol. Chem. 1982, 157, 69-86
12. 12 Bourne, Y., Roussel, A., Frey, M., Rougé, P., Fontecilla-Camps, J.C., and Cambillau, C. Three-dimensional structure of complexes of Lathyrus ochrus isolectin I with glucose and mannose: Fine specificity of the monosaccharide binding site. Proteins Struct. Funct. Genet. 1990, 8, 365-376
13. 13 Casset, F., Hamelryck, T., Loris, R., Brisson, J.R., Tellier, C., Dao-Thi, M.H., Wyns, L., Poortmans, F., Pérez, S., and Imberty, A. NMR, molecular modeling, and crystallographic studies of lentil lectin-sucrose interaction. J. Biol. Chem. 1995, 270, 25619-25628
14. 14 Prasthofer, T., Phillips, S.R., Suddath, F.L., and Engler, J.A. Design, expression, and crystallization of recombinant lectin from the garden pea (Pisum sativum) J. Biol. Chem. 1989, 264, 6793-6796
15. 15 Dessen, A., Gupta, D., Sabesan, S., Brewer, C.F., and Sacchettini, J.C. X-Ray crystal structure of the soybean agglutinin cross-linked with a biantennary analog of the blood group I carbohydrate antigen. Biochemistry 1995, 34, 4933-4942
16. 16 Gaboriaud, C., Bissery, V., Benchetrit, T., and Mornon, J.P. Hydrophobic cluster analysis: An efficient new way to compare and analyse amino acid sequences. FEBS Lett. 1987, 224, 149-155
17. 17 Blundell, T.L., Carnay, D.P., Gardner, S., Hayes, F., Howlin, B., Hubbard, T., Overington, J.P., Singh, D.A., Sibanda, B.L., and Sutcliffe, M.J. Knowledge-based protein modelling and design. Eur. J. Biochem. 1988, 172, 513-520
18. 18 Laskowski, R.A., MacArthur, M.W., Moss, D.S., and Thornton, J.M. PROCHECK: A program to check the stereochemical quality of protein structures. J. Appl. Crystallogr. 1993, 26, 283-291
19. 19 Carrupt, P.A., Gaillard, P., Billois, F., Weber, P., Testa, B., Meyer, C., and Pérez, S The molecular lipophilicity potential (MLP): A new tool for log P calculations and docking, and in comparative molecular field analysis (CoMFA). In Lipophilicity in Drug Action and Toxicology (V. Pliska, B. Testa, and H. van de Waterbeemd, eds.). VCH, Weinheim, 1996, pp. 195-217
20. 20 Loris, R., Stas, P.P.G., and Wyns, L. Conserved waters in legume lectin crystal structures. J. Biol. Chem. 1994, 269, 26722-26733
21. 21 Hindsgaul, O., Khare, D.P., Bach, M., and Lemieux, R.U. Molecular recognition III. The binding of the H-type 2 human blood group determinant by the lectin I of Ulex europaeus. Can. J. Chem. 1985, 63, 2653-2658
22. 22 Hindsgaul, O., Norberg, T., Le Pendu, J., and Lemieux, R.U. Synthesis of type 2 human blood-group antigen determinants. The H, X, and Y haptens and variations of the H type 2 determinant as probes for the combining site of the lectin I of Ulex europaeus. Carbohydr. Res. 1982, 109, 109-142
23. 23 Lemieux, R.U. The chemical mapping of protein-carbohydrate complexes. In Complex Carbohydrates in Drug Research (K. Bock and H. Clausen, eds.). Munskgaard, Copenhagen, 1994, pp. 188-197