The first synthetic receptor for the RGD sequence

Organic Letters

Volumn 4, Issue 13, 2002, Pages 2161-2164

  Rensing, Stephan ^a   Schrader, Thomas ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ARGINYL GLYCYL ASPARTIC ACID DIRECTED CELL ADHESION RECEPTOR; ARGINYL-GLYCYL-ASPARTIC ACID; ARGINYL-GLYCYL-ASPARTIC ACID DIRECTED CELL ADHESION RECEPTOR; ARGINYLGLYCYLASPARTIC ACID; IMMUNOGLOBULIN RECEPTOR; INTEGRIN; LIGAND; OLIGOPEPTIDE; PEPTIDE FRAGMENT; RECEPTOR;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; ENZYME SPECIFICITY; HYDROGEN BOND; METABOLISM; MOLECULAR MIMICRY; SYNTHESIS; TITRIMETRY;

HYDROGEN BONDING; INTEGRINS; LIGANDS; MODELS, MOLECULAR; MOLECULAR MIMICRY; MOLECULAR STRUCTURE; OLIGOPEPTIDES; PEPTIDE FRAGMENTS; RECEPTORS, IMMUNOLOGIC; RECEPTORS, PEPTIDE; SUBSTRATE SPECIFICITY; TITRIMETRY;

EID: 0037182743     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025976q     Document Type: Article

References (26)

1. Albelda, S. M.; Buck, C. A. FASEB J. 1990, 4, 2868.
2. Gardner, J. M.; Hynes, R. O. Cell 1985, 42, 439.
3. Pierschbacher, M. D.; Ruoslathi, E.; Sundelin, J.; Lind, P.; Peterson, P. A. J. Biol. Chem. 1982, 257, 9593.
4. Schvartz, I.; Seger, D.; Shaltiel, S. Int. J. Biochem. Cell Biol. 1999, 31, 539.
5. Lawer, J.; Weinstein, R.; Hynes, R. O. J. Cell. Biol. 1988, 107, 2351.
6. Helfrich, M. H.; Nesbitt, S. A.; Dorey, E. L.; Horton, M. A. J. Bone Miner. Res. 1992, 7, 335.
7. Haubner, R.; Finsinger, D.; Kessler, H. Angew. Chem. 1997, 109, 1440.
8. (a) Schrader, T. Chem. Eur. J. 1997, 3, 1537.
9. (b) Schrader, T. Tetrahedron Lett. 1998, 39, 517.
10. Rensing, S.; Springer, A.; Grawe, T.; Schrader, T. J. Org. Chem. 2001, 66, 5814. Other powerful arginine receptors: (a) Bell, T. W.; Khasanov, A. B.; Drew, M. G. B.; Filikov, A.; James, T. L. Angew. Chem., Int. Ed. 1999, 38, 2543.
11. Rensing, S.; Springer, A.; Grawe, T.; Schrader, T. J. Org. Chem. 2001, 66, 5814. Other powerful arginine receptors: (a) Bell, T. W.; Khasanov, A. B.; Drew, M. G. B.; Filikov, A.; James, T. L. Angew. Chem., Int. Ed. 1999, 38, 2543.
12. (b) Ngola, S. M.; Kearney, P. C.; Mecozzi, S.; Russell, K.; Dougherty, D. A. J. Am. Chem. Soc. 1999, 121, 1192.
13. (a) Schneider, H. J.; Kramer, R.; Simova, S.; Schneider, U. J. Am. Chem. Soc. 1988, 110, 6442.
14. (b) Wilcox, C. S. In Frontiers in Supramolecular Chemistry; Schneider, H. J., Ed.; Verlag Chemie: Weinheim, 1991; p 123.
15. MacroModel 7.0, Schrödinger Inc., force-field: Amber*, 1000 steps, water.
16. (a) Hoffmann, R. V.; Nayyar, N. K. J. Org. Chem. 1994, 59, 3530.
17. (b) Suezawa, H.; Tsuchiya, K.; Tahara, E.; Hirota, M. Bull. Chem. Soc. Jpn. 1987, 60, 11, 3973.
18. (a) Karaman, R.; Goldblum, A.; Breuer, E. J. Chem. Soc., Perkin Trans. 1989, 765.
19. (b) Krawczyk, H. Synth. Commun. 1997, 27, 3151.
20. Dechantsreiter, M. A.; Plancker, E.; Mathä, B.; Lohof, E.; Hölzemann, G.; Jonczyk, A.; Goodmann, S. L.; Kessler, H. J. Med. Chem. 1999, 42, 3033.
21. By means of a Job plot: (a) Job, P. Compt. Rend. 1925, 180, 928.
22. (b) Blanda, M. T.; Horner, J. H.; Newcomb, M. J. Org. Chem. 1989, 54, 4626.
23. Stilz, H. U.; Cuba, W.; Jablonka, B.; Just, M.; Klingler, O.; König, W.; Wehner, V.; Zoller, G. J. Med. Chem. 2001, 44, 1158.
24. (a) Schmuck, C. Chem. Eur. J. 2000, 4, 709. Other powerful aspartate receptors:
25. (b) Aït-Haddou, H.; Wiskur, S. L.; Lynch, V. M.; Anslyn, E. V. J. Am. Chem. Soc. 2001, 123, 11296.
26. Albert, J. S.; Goodman, M.; Hamilton, A. D. J. Am. Chem. Soc. 1995, 117, 1143.