Protease-mediated ligation of abiotic oligomers

Journal of the American Chemical Society

Volumn 127, Issue 49, 2005, Pages 17132-17133

  Yoo, Barney ^a   Kirshenbaum, Kent ^a  

^a NEW YORK UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

OLIGOMER; PEPTOID; PROTEINASE;

ARTICLE; PEPTIDE SYNTHESIS; POLYMERIZATION; PROTEIN DEGRADATION; REACTION ANALYSIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

CYSTEINE ENDOPEPTIDASES; PEPTOIDS; PROTEIN CONFORMATION;

EID: 29044448523     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja055105m     Document Type: Article

References (29)

1. (a) Kirshenbaum, K.; Barron, A. E.; Goldsmith, R. A.; Armand, P.; Bradley, E. K.; Truong, K. T.; Dill, K. A.; Cohen, F. E.; Zuckermann, R. N. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 4303-4308.
2. (b) Wu, C. W.; Kirshenbaum, K.; Sanborn, T. J.; Patch, J. A.; Huang, K.; Dill, K. A.; Zuckermann, R. N.; Barron, A. E. J. Am. Chem. Soc. 2003, 125, 13525-13530.
3. (c) Burkoth, T. S.; Beausoleil, E.; Kaur, S.; Tang, D. Z.; Cohen, F. E.; Zuckermann, R. N. Chem. Biol. 2002, 9, 647-654.
4. (d) Lee, Y. C.; Zuckermann, R. N.; Dill, K. A. J. Am. Chem. Soc. 2005, 127, 10999-11009.
5. (a) Gellman, S. H. Acc. Chem. Res. 1998, 31, 173-180.
6. (b) Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001. 101, 3893-4012.
7. (a) Patch, J. A.; Barron, A. E. Curr. Opin. Chem. Biol. 2002, 6, 872-877.
8. (b) Patch, J. A.; Barron, A. E. J. Am. Chem. Soc. 2003, 125, 12092-12093.
9. (c) Wender, P. A.; Mitchell, D. J.; Pattabiraman, K.; Pelkey, E. T.; Steinman, L.; Rothbard, J. B. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 13003-13008.
10. Miller, S. M.; Simon, R. J.; Ng, S.; Zuckermann, R. N.; Kerr, J. M.; Moos, W. H. Drug Dev. Res. 1995, 35, 20-32.
11. (a) Horn, T.; Lee, B. C.; Dill, K. A.; Zuckermann, R. N. Bioconjugate Chem. 2004, 15, 428-435.
12. (b) Kimmerlin, T.; Seebach, D.; Hilvert, D. Helv. Chim. Acta 2002, 85, 1812-1826.
13. (c) Jang, H.; Fafarman, A.; Holub, J. M.; Kirshenbaum, K. Org. Lett. 2005, 7, 1951-1954.
14. (d) Cheng, R. P.; DeGrado, W. F. J. Am. Chem. Soc. 2002, 124, 11564-11565.
15. (a) Chang, T. K.; Jackson, D. Y.; Burnier, J. P.; Wells, J. A. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 12544-12548.
16. (b) Abrahmsen, L.; Tom, J.; Burnier, J.; Butcher, K. A.; Kossiakoff, A.; Wells, J. A. Biochemistry 1991, 30, 4151-4159.
17. (c) Joe, K.; Borgford, T. J.; Bennet, A. J. Biochemistry 2004, 43, 7672-7677.
18. (a) Sekizaki, H.; Itoh, K.; Toyota, E.; Tanizawa, K. Tetrahedron Lett. 1997, 38, 1777-1780.
19. (b) Bordusa, F.; Ullmann, D.; Elsner, C.; Jakubke, H. D. Angew. Chem., Int. Ed. Engl. 1997, 36, 2473-2475.
20. (c) Wehofsky, N.; Koglin, N.; Thust, S.; Bordusa, F. J. Am. Chem. Soc. 2003, 125, 6126-6133.
21. Klibanov, A. M. Nature 2001, 409, 241-246.
22. (a) Günther, R.; Bordusa, F. Chem.-Eur. J. 2000, 6, 463-467.
23. (b) Günther, R.; Stein, A.; Bordusa, F. J. Org. Chem. 2000, 65, 1672-1679.
24. Mitchell, W. M.; Harrington, W. F. J. Biol. Chem. 1968, 243, 4683-4692.
25. Ullmann, D.; Jakubke, H. D. FEBS Lett. 1994, 223, 865-872.
26. Zuckermann, R. N.; Kerr, J. M.; Kent, S. B. H.; Moos, W. H. J. Am. Chem. Soc. 1992, 114, 10646-10647.
27. Wehofsky, N.; Thust, S.; Burmeister, J.; Klussmann, S.; Bordusa, F. Angew. Chem., Int. Ed. 2003, 42, 677-679.
28. (a) Tan, Z.; Forster, A. C.; Blacklow, S. C.; Cornish, V. W. J. Am. Chem. Soc. 2004, 126, 12752-12753.
29. (b) Frankel, A.; Millward, S. W.; Roberts, R. W. Chem. Biol. 2003, 10, 1043-1050.