Stepwise self-assembly of a tripeptide from molecular dimers to supramolecular β-sheets in crystals and amyloid-like fibrils in the solid state

Supramolecular Chemistry

Volumn 16, Issue 5, 2004, Pages 331-335

  Das, Apurba Kumar ^a   Banerjee, Arijit ^a   Drew, Michael G B ^b   Haldar, Debasish ^a   Banerjee, Arindam ^a  

^a DEPARTMENT OF MATERIALS SCIENCE   (India)

^b UNIVERSITY OF READING   (United Kingdom)

Author keywords

Amyloid like fibrils; Molecular dimer; Peptide; Self assembly

Indexed keywords

AMYLOID; DIMER; TRIPEPTIDE;

ARTICLE; BETA SHEET; CRYSTAL STRUCTURE; HYDROGEN BOND; PROTEIN ASSEMBLY; SOLID STATE;

EID: 4043154442     PISSN: 10610278     EISSN: None     Source Type: Journal    
DOI: 10.1080/1061027042000213047     Document Type: Article

References (40)

1. Lawrence, D. S.; Jiang, T.; Levett, M. Chem. Rev. 1995, 95, 2229-2260.
2. Prins, L. J.; Reinhoudt, D. N.; Timmerman, P. Angew. Chem. Int. Ed. Engl. 2001, 40, 2382-2426.
3. Berl, V.; Hue, I.; Khoury, R. G.; Krische, M. J.; Lehn, J.-M. Nature 2000, 407, 720-723.
4. Bission, A. P.; Carver, F. J.; Eggleston, D. S.; Haltiwanger, R. C.; Hunter, C. A.; Livingstone, D. L.; McCabe, J. R.; Rotger, C.; Rowan, A. E. J. Am. Chem. Soc. 2000, 122, 8856-8868.
5. Boucher, E.; Simard, M.; Wuest, J. D. J. Org. Chem. 1995, 60, 1408-1412.
6. Archer, E. A.; Sochia, A. E.; Krische, M. J. Chem. Eur. J. 2001, 7, 2059-2065.
7. Corbin, P. S.; Zimmerman, S. C. J. Am. Chem. Soc. 1998, 120, 9710-9711.
8. Beijer, F. H.; Kooijman, H.; Spek, A. L.; Sijbesma, R. P.; Maijer, E. W. Angew. Chem. Int. Ed. Engl. 1998, 37, 75-78.
9. Mathis, G.; Hunziker, J. Angew. Chem. Int. Ed. Engl. 2002, 41, 3203-3205.
10. Sessler, J. L.; Wang, R. Angew. Chem. Int. Ed. Engl. 1998, 37, 1726-1729.
11. Banerjee, A.; Maji, S. K.; Drew, M. G. B.; Haldar, D.; Banerjee, A. Tetrahedron Lett. 2003, 44, 335-339.
12. Moriuchi, T.; Tamura, T.; Hirao, T. J. Am. Chem. Soc. 2002, 124, 9356-9357.
13. Karle, I.; Gopi, H. N.; Balaram, P. Proc. Natl. Acad. Sci. USA 2003, 99, 5160-5164.
14. Krauthauser, S.; Christianson, L. A.; Powell, D. R.; Gellman, S. H. J. Am. Chem. Soc. 1997, 119, 11719-11720.
15. Searle, M. S. J. Chem. Soc. Perkin Trans. 2 2001, 1011-1020.
16. Kienha, S. E.; Waters, M. L. Protein Sci. 2003, 12, 2657-2667.
17. Nowick, J. S.; Lam, K. S.; Khasanova, T. V.; Kemnitzer, W. E.; Maitra, S.; Mee, H. T.; Liu, R. J. Am. Chem. Soc. 2002, 124, 4972-4973.
18. Nowick, J. S.; Chung, D. M.; Maitra, K.; Maitra, S.; Stingers, K. D.; Sun, Y. J. Am. Chem. Soc. 2000, 122, 7654-7661.
19. Baumeister, R.; Eimer, S. Angew. Chem. Int. Ed. Engl. 1998, 37, 2978-2982.
20. Walsh, D. M.; Hartley, D. M.; Kusumoto, Y.; Fezoui, Y.; Condron, M. M.; Lomakin, A.; Benedek, G. B.; Selkoe, D. J.; Teplow, D. B. J. Biol. Chem. 1999, 274, 25945-25952.
21. Kisilevsky, R. J. Struct. Biol. 2000, 130, 99-108.
22. Prusiner, S. B. Proc. Natl. Acad. Sci. USA 1998, 95, 13363-13383.
23. Takahasi, Y.; Ueno, A.; Mihara, H. Chem. Eur. J. 1998, 4, 2475-2484, and references cited therein.
24. Scheuermann, S.; Hambsch, B.; Hesse, L.; Stumm, J.; Schmidt, C.; Beher, D.; Bayer, T. A.; Beyreuther, K.; Multhaup, G. J. Biol. Chem. 2001, 276, 33923-33929.
25. Garzon-Rodriguez, W.; Sepulveda-Becerra, M.; Milton, S.; Glabe, C. G. J. Biol. Chem. 1997, 272, 21037-21044.
26. Maji, S. K.; Drew, M. G. B.; Banerjee, A. Chem. Commun. 2001, 1946-1947.
27. Maji, S. K.; Haldar, D.; Banerjee, A.; Banerjee, A. Tetrahedron 2002, 58, 8695-8702.
28. Dado, G. P.; Gellman, S. H. J. Am. Chem. Soc. 1994, 116, 1054-1062.
29. Moretto, V.; Crisma, M.; Bonora, G. M.; Toniolo, C.; Balaram, H.; Balaram, P. Macromolecules 1989, 22, 2939-2944.
30. Blondelle, S. E.; Forood, B.; Houghten, R. A.; Peraz-Paya, E. Biochemistry 1997, 36, 8393-8400.
31. Ramachandran, G. N.; Sasisekharan, V. Adv. Protein Chem. 1968, 23, 284-438.
32. Sipe, J. D.; Cohen, A. S. J. Struct. Biol. 2000, 130, 88-98.
33. Azriel, R.; Gazit, E. J. Biol. Chem. 2001, 276, 34156-34161.
34. Ratnaswamy, G.; Koepf, E.; Bekele, H.; Yin, H.; Kelly, J. W. Chem. Biol. 1999, 6, 293-304.
35. Burkoth, T. S.; Benzinger, T. L. S.; Urban, V.; Morgan, D. M.; Gregory, D. M.; Thyagarajan, P.; Botto, R. E.; Meredith, S. C; Lynn, D. G. J. Am. Chem. Soc. 2000, 122, 8883-8889.
36. Kim, Y. S.; Randolph, T. W.; Manning, M. C.; Stevens, F. J.; Carpenter, J. F. J. Biol. Chem. 2003, 278, 10842-10850.
37. Bodanszky, M.; Bodanszky, A. The Practice of Peptide Synthesis; Springer: New York, 1984; pp 1-282.
38. Kabsch, W. J. Appl. Crystallogr. 1988, 21, 916.
39. Sheldrick, G. M. Acta Crystallogr. A 1990, 46, 467.
40. Sheldrick, G. M. Program for Crystal Structure Refinement; University of Göttingen: Germany, 1993.