pH-switchable strand orientation in peptide assemblies

Organic Letters

Volumn 7, Issue 3, 2005, Pages 395-398

  Schnarr, Nathan A ^a   Kennan, Alan J ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PEPTIDE;

ARTICLE; ELECTRICITY; PH MEASUREMENT;

AMINO ACID SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CIRCULAR DICHROISM; DISULFIDES; ELECTROCHEMISTRY; HYDROGEN-ION CONCENTRATION; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PEPTIDES; PROTEIN CONFORMATION;

EID: 13844272590     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047720l     Document Type: Article

References (26)

1. Reviews: (a) Micklatcher, C.; Chmielewski, J. Curr. Opin. Chem. Biol. 1999, 3, 724-729. (b) DeGrado, W. F.; Summa, C. M.; Pavone, V.; Nastri, F.; Lombardi, A. Annu. Rev. Biochem. 1999, 68, 779-819 and references therein.
2. Reviews: (a) Micklatcher, C.; Chmielewski, J. Curr. Opin. Chem. Biol. 1999, 3, 724-729. (b) DeGrado, W. F.; Summa, C. M.; Pavone, V.; Nastri, F.; Lombardi, A. Annu. Rev. Biochem. 1999, 68, 779-819 and references therein.
3. (a) Review: Oakley, M. G.; Hollenbeck, J. J. Curr. Opin. Struct. Biol. 2001, 11, 450-457.
4. (b) Gurnon, D. G.; Whitaker, J. A.; Oakley, M. G. J. Am. Chem. Soc. 2003, 125, 7518-7519.
5. (c) Kim, B.-M.; Oakley, M. G. J. Am. Chem. Soc. 2002, 124, 8237-8244.
6. (d) McClain, D. L.; Woods, H. L.; Oakley, M. G. J. Am. Chem. Soc. 2001, 123, 3151-3152.
7. (e) Ghosh, I.; Hamilton, A. D.; Regan, L. J. Am. Chem. Soc. 2000, 122, 5658-5659.
8. (f) Oakley, M. G.; Kim, P. S. Biochemistry 1998, 37, 12603-12610.
9. (g) Lombardi, A.; Bryson, J. W.; DeGrado, W. F. Biopolymers 1996, 40, 495-504.
10. (h) Betz, S. F.; DeGrado W. F. Biochemistry 1996, 35, 6955-6962.
11. (i) Monera, O. D.; Zhou, N. E.; Lavigne, P.; Kay, C. M.; Hodges, R. S. J. Biol. Chem. 1996, 271, 3995-4001.
12. (j) Lumb, K. J.; Kim, P. S. Biochemistry 1995, 34, 8642-8648.
13. (k) Monera, O. D.; Kay, C. M.; Hodges, R. S. Biochemistry 1994, 33, 3862-3871.
14. (l) Lovejoy, B.; Choe, S.; Casico, D.; McRorie, D. K.; DeGrado, W. F.; Eisenberg, D. Science 1993, 259, 1288-1293.
15. (m) Monera, O. D.; Zhou, N. E.; Kay, C. M.; Hodges, R. S. J. Biol. Chem. 1993, 268, 19218-19227.
16. (a) Schnarr, N. A.; Kennan, A. J. J. Am. Chem. Soc. 2002, 124, 9779-9783.
17. (b) Schnarr, N. A.; Kennan, A. J. J. Am. Chem. Soc. 2001, 123, 11081-11082.
18. Schnarr, N. A.; Kennan, A. J. J. Am. Chem. Soc. 2003, 125, 667-671.
19. Schnarr, N. A.; Kennan, A. J. J. Am. Chem. Soc. 2004, 126, 14447-14451.
20. 16K, which should not alter their stability.
21. See Supporting Information for additional details.
22. The helix depictions in Figure 4 are schematic and in particular do not reflect a likely register shift in the competing parallel complex.
23. See refs 2d, 2f, and 5 for previous applications of this method.
24. (a) Schnarr, N. A.; Kennan, A. J. J. Am. Chem. Soc, 2003, 125, 13046-13051.
25. (b) Schnarr, N. A.; Kennan, A. J. J. Am. Chem. Soc. 2003, 125, 6364-6365.
26. a.