Extending the applicability of native chemical ligation

Journal of the American Chemical Society

Volumn 118, Issue 25, 1996, Pages 5891-5896

  Canne, Lynne E ^a,b   Bark, Steven J ^b   Kent, Stephen B H ^b  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

^b Gryphon Therapeutics   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; PEPTIDE SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0030037155     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja960398s     Document Type: Article

References (32)

1. Schnölzer, M.; Kent, S. B. H. Science 1992, 256, 221-225.
2. Dawson, P. E.; Kent, S. B. H. J. Am. Chem. Soc. 1993, 115, 7263-7266.
3. Baca, M.; Kent, S. B. H. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 11638-11642.
4. Rose, K. J. Am. Chem. Soc. 1994, 116, 30-34.
5. Liu, C. F.; Tam, J. P. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 6584-6588.
6. Muir, T. W.; Williams, M. J.; Ginsberg, M. H.; Kent, S. B. H. Biochemistry 1994, 33, 7701-7708.
7. Williams, M. J.; Muir, T. W.; Ginsberg, M. H.; Kent, S. B. H. J. Am. Chem. Soc. 1994, 116, 10797-10798.
8. Canne, L. E.; Ferré-D'Amaré, A. R.; Burley, S. K.; Kent, S. B. H. J. Am. Chem. Soc. 1995, 117, 2998-3007.
9. Baca, M.; Muir, T. W.; Schnölzer. M.; Kent, S. B. H. J. Am. Chem. Soc. 1995, 117, 1881-1887.
10. Merrifield, R. B. J. Am. Chem. Soc. 1963, 85, 2149-2154.
11. Kent, S. B. H. Annu. Rev. Biochem. 1988, 57, 957-989.
12. Schnölzer, M.; Alewood, P.; Jones, A.; Alewood, D.; Kent, S. B. H. Int. J. Peptide Protein Res. 1992, 40, 180-193.
13. Dawson, P. E.; Muir, T. W.; Clark-Lewis, I.; Kent, S. B. H. Science 1994, 266, 776-779.
14. Wieland, T.; Bokelmann, E.; Bauer, L.; Lang, H. U.; Lau, H. Liebigs Ann. Chem. 1953, 583, 129-149.
15. Quibell, M.; Packman, L. C.; Johnson, T. J. Am. Chem. Soc: 1995, 117, 11656-11668.
16. Canne, L. E.; Walker, S. M.; Kent, S. B. H. Tetrahedron Lett. 1995, 36, 1217-1220.
17. Muir, T. W.; Dawson, P. E.; Kent, S. B. H. Tetrahedron Lett., submitted for publication.
18. Robey, F. A.; Fields, R. L. Anal. Biochem. 1989, 177, 373-377.
19. Bauer, L.; Suresh, K. S. J. Org. Chem. 1963, 28, 1604-1608.
20. Osby, J. O.; Martin, M. G.; Ganem, B. Tetrahedron Lett. 1984, 25, 2093-2096.
21. Keck, G. E.; McHardy, S. F.; Wager, T. T. Tetrahedron Lett. 1995, 36, 7419-7922.
22. Tam, J. P.; Lu, Y. A.; Liu, C. F.; Shao, J. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 12485-12489.
23. Brenner, M. In Peptides. Proceedings of the Eighth European Peptide Symposium; Beyerman, H. C., Ed., North-Holland: Amsterdam, 1967; pp 1-7.
24. Mandolini, L. J. Am. Chem. Soc. 1978, 100, 550-554.
25. Fotouhi, N.; Galackatos, N. G.; Kemp, D. S. J. Org. Chem. 1989, 54, 2806-2817.
26. Liu, C. F.; Rao. C.; Tam, J. P. Tetrahedron Lett. 1996, 37, 933-936.
27. Kemp, D. S.; Carey, R. I. In Peptides: Proceedings of the 11th American Peptide Symposium; Rivier, J. E., Marshall, G. R., Eds.; ESCOM: Lieden, 1990; pp 920-922.
28. Blake, J.; Li, C. H. Proc. Natl. Acad. Sci. U.S.A. 1981, 78, 4055-4058.
29. Yamashiro, D.; Li, C. H. Int. J. Peptide Protein Res. 1988, 31, 322-334.
30. Hojo, H.; Yoshimura, S.; Aimoto, S. In Peptide Chemistry; Okada, Y., Ed.; Protein Research Foundation: Osaka, 1994; pp 9-12.
31. Simon, R. J. Personal communication. Ligations involving β-branched amino acids at the ligation site proceed at slower rates than ligations involving other amino acids.
32. Sarin, V. K.; Kent, S. B. H.; Tam, J. P.; Merrifield, R. B. Anal. Biochem. 1981, 117, 147-157.