Stabilization of an α helix by β-sheet-mediated self-assembly of a macrocyclic peptide

Angewandte Chemie - International Edition

Volumn 48, Issue 9, 2009, Pages 1601-1605

  Lim, Yong Beom ^a   Moon, Kyung Soo ^a   Lee, Myongsoo ^a  

^a Yonsei University   (South Korea)

Author keywords

Helical structures; Macrocycles; Nanostructures; Protein models; Self assembly

Indexed keywords

AMINES; NANOSTRUCTURES; OPTICAL DEVICES; PROTEINS;

ARTIFICIAL PROTEINS; BUILDING BLOCKS; HELICAL STRUCTURES; MACRO-CYCLIC; MACROCYCLES; MACROCYCLIC STRUCTURES; MEDIATED INTERACTIONS; PROTEIN MODELS; SELF-ASSEMBLE;

SELF ASSEMBLY;

CYCLOPEPTIDE;

AMINO ACID SEQUENCE; ARTICLE; CHEMISTRY; CIRCULAR DICHROISM; PROTEIN SECONDARY STRUCTURE; TRANSMISSION ELECTRON MICROSCOPY;

AMINO ACID SEQUENCE; CIRCULAR DICHROISM; MICROSCOPY, ELECTRON, TRANSMISSION; PEPTIDES, CYCLIC; PROTEIN STRUCTURE, SECONDARY;

EID: 60749095257     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200804665     Document Type: Article

References (39)

1. a) C. O. Pabo, E. Peisach, R. A. Grant, Annu. Rev. Biochem. 2001, 70, 313-340;
2. b) J. L. Battiste, H. Mao, N. S. Rao, R. Tan, D. R. Muhandiram, L. E. Kay, A. D. Frankel, J. R. Williamson, Science 1996, 273, 1547-1551;
3. c) M. Uesugi, G. L. Verdine, Proc. Natl. Acad. Sci. USA 1999, 96, 14801-14806.
4. a) J. Liu, D. Wang, Q. Zheng, M. Lu, P. S. Arora, J. Am. Chem. Soc. 2008, 130, 4334-4337;
5. b) M. J. Kelso, H. N. Hoang, T. G. Appleton, D. P. Fairlie, J. Am. Chem. Soc. 2000, 122, 10488-10489.
6. a) H. Zhang et al., J. Mol. Biol. 2008, 378, 565-580;
7. b) F. Zhang, O. Sadovski, S. J. Xin, G. A. Woolley, J. Am. Chem. Soc. 2007, 129, 14154-14155;
8. c) F. Ruan, Y. Chen, P. B. Hopkins, J. Am. Chem. Soc. 1990, 112, 9403-9404;
9. d) S. Marqusee, R. L. Baldwin, Proc. Natl. Acad. Sci. USA 1987, 84, 8898-8902;
10. e) M. Siedlecka, G. Goch, A. Ejchart, H. Sticht, A. Bierzynski, Proc. Natl. Acad. Sci. USA 1999, 96, 903-908;
11. f) P. C. Lyu, H. X. Zhou, N. Jelveh, D. E. Wemmer, N. R. Kallenbach, J. Am. Chem. Soc. 1992, 114, 6560-6562;
12. g) A. Verma, H. Nakade, J. M. Simard, V. M. Rotello, J. Am. Chem. Soc. 2004, 126, 10806-10807.
13. a) R. R. Beerli, C. F. Barbas III, Nat. Biotechnol. 2002, 20, 135-141;
14. b) C. Jain, J. G. Belasco, Mol. Cell 2001, 7, 603-614;
15. c) A. M. Gamper, R. G. Roeder, Mol. Cell. Biol. 2008, 28, 2517-2527.
16. a) Y.-b. Lim, K.-S. Moon, M. Lee, J. Mater. Chem. 2008, 18, 2909-2918;
17. b) L. L. Kiessling, J. E. Gestwicki, L. E. Strong, Angew. Chem. 2006, 118, 2408-2429;
18. Angew. Chem. Int. Ed. 2006, 45, 2348-2368;
19. c) Y.-b. Lim, E. Lee, M. Lee, Angew. Chem. 2007, 119, 9169-9172;
20. Angew. Chem. Int. Ed. 2007, 46, 9011-9014.
21. S. Marqusee, V. H. Robbins, R. L. Baldwin, Proc. Natl. Acad. Sci. USA 1989, 86, 5286-5290.
22. a) Y.-b. Lim, E. Lee, Y.-R. Yoon, M. S. Lee, M. Lee, Angew. Chem. 2008, 120, 4601-4604;
23. Angew. Chem. Int. Ed. 2008, 47, 4525-4528;
24. b) Y.-b. Lim, E. Lee, M. Lee, Angew. Chem. 2007, 119, 3545-3548;
25. Angew. Chem. Int. Ed. 2007, 46, 3475-3478;
26. c) D. M. Marini, W. Hwang, D. A. Lauffenburger, S. Zhang, R. D. Kamm, Nano Lett. 2002, 2, 295-299;
27. d) Y.-b. Lim, S. Park, E. Lee, H. Jeong, J.-H. Ryu, M. S. Lee, M. Lee, Biomacromolecules 2007, 8, 1404-1408;
28. e) H. Dong, S. E. Paramonov, L. Aulisa, E. L. Bakota, J. D. Hartgerink, J. Am. Chem. Soc. 2007, 129, 12468-12472.
29. N. K. Williams, E. Liepinsh, S. J. Watt, P. Prosselkov, J. M. Matthews, P. Attard, J. L. Beck, N. E. Dixon, G. Otting, J. Mol. Biol. 2005, 346, 1095-1108.
30. M. Cudic, J. D. Wade, L. Otvos, Jr., Tetrahedron Lett. 2000, 41, 4527-4531.
31. S. Ganesh, S. Prakash, R. Jayakumar, Biopolymers 2003, 70, 346-354.
32. a) A. Aggeli, I. A. Nyrkova, M. Bell, R. Harding, L. Carrick, T. C. B. McLeish, A. N. Semenov, N. Boden, Proc. Natl. Acad. Sci. USA 2001, 98, 11857-11862;
33. b) T. S. Burkoth, T. L. S. Benzinger, D. N. M. Jones, K. Hallenga, S. C. Meredith, D. G. Lynn, J. Am. Chem. Soc. 1998, 120, 7655-7656.
34. a) J. A. Silverman, R. Balakrishnan, P. B. Harbury, Proc. Natl. Acad. Sci. USA 2001, 98, 3092-3097;
35. b) U. Uhlin, H. Eklund, J. Mol. Biol. 1996, 262, 358-369.
36. D. Dieudonné, A. Gericke, C. R. Flach, X, Jiang, R. S. Farid, R. Mendelsohn, J. Am. Chem. Soc. 1998, 120, 792-799.
37. V. W. Pollard, M. H. Malim, Annu. Rev. Microbiol. 1998, 52, 491-532.
38. R. Tan, L. Chen, J. A. Buettner, D. Hudson, A. D. Frankel, Cell 1993, 73, 1031-1040.
39. See the Supporting Information.