Cyclic and hairpin peptide complexes of heme

Journal of the American Chemical Society

Volumn 124, Issue 42, 2002, Pages 12394-12395

  Rosenblatt, Michael M ^a   Huffman, David L ^a   Wang, Xiaotang ^a   Remmer, Henriette A ^a   Suslick, Kenneth S ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COPROPORPHYRIN; CYCLOPEPTIDE; DISULFIDE; HEME; PORPHYRIN; SYNTHETIC PEPTIDE;

ARTICLE; BINDING AFFINITY; COMPLEX FORMATION; COMPUTER MODEL; CYCLIZATION; MASS SPECTROMETRY; PEPTIDE SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY;

DISULFIDES; HEME; KINETICS; MODELS, MOLECULAR; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PEPTIDES, CYCLIC; PROTEIN CONFORMATION;

EID: 0037164010     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja020912w     Document Type: Article

References (27)

1. (a) DeGrado, W. F.; Summa, C. S.; Pavone, V.; Nastri, F.; Lombardi, A. Annu. Rev. Biochem. 1999, 68, 779-819 and references therein.
2. (b) Gibney, B. R.; Rabanal, F.; Dutton, P. L. Curr. Opin. Chem. Biol. 1997, 1, 537-42.
3. Huffman, D. L.; Rosenblatt, M. M.; Suslick, K. S. J. Am. Chem. Soc. 1998, 120, 6183-6184.
4. Choma, C. T.; Lear, J. D.; Nelson, M. J.; Dutton, P. L.; Robertson, D. E.; DeGrado, W. F. J. Am. Chem. Soc. 1994, 116, 856-865.
5. Gibney, B. R.; Dutton, P. L. Protein Sci. 1999, 8, 1888-1898 and references therein.
6. (a) Liu, D.; Williamson, D. A.; Kennedy, M. L.; Williams, T. D.; Morton, M. M.; Benson, D. R. J. Am. Chem. Soc. 1999, 121, 11798-11812.
7. (b) For related work on Co porphyrins with disulfide-linked noncyclic peptides, see: Arnold, P. A.; Shelton, W. R.; Benson, D. R. J. Am. Chem. Soc. 1997, 119, 3181.
8. Rojas, N. R. L.; Kamtekar, W.; Simons, C. T.; McLean, J. E.; Vogel, K. M.; Spiro, T. G.; Farid, R. S.; Hecht, M. H. Protein Sci. 1997, 6, 2512-2524.
9. Braxton, S. In Protein Engineering; Cleland, J. L., Craik, C. S., Eds.; Wiley-Liss: New York, 1996; pp 308-311 and references therein.
10. (a) Wedenmeyer, W. J.; Welker, E.; Narayan, M.; Scheraga, H. A. Biochemistry 2000, 39, 4207-4216.
11. (b) Creighton, T. E. In Protein Folding; Creighton, T. E., Ed.; W. H. Freeman: New York, 1992; Chapter 7 and references therein.
12. (a) Kioshore, R.; Balaram, P. Biopolymers 1985, 24, 2041-2043.
13. (b) Mihara, H.; Tomikazi, K.; Nishino, N.; Fujimoto, T.; Tamaoki, H.; Kobayashi, Y. Biopolymers 1994, 34, 963-967.
14. 2.
15. Remmer, H. A.; Fields, G. B. In Peptides and Protein Drug Analysis; Reid, R. E., Ed.; Marcel Dekker Inc.: New York, 2000; pp 133-170.
16. 18 HPLC. All products were confirmed by ESI-MS and amino acid analysis.
17. (a) Dill, K. A. Biochemistry 1990, 29, 7133-7155.
18. (b) Abraham, D. J.; Leo, A. J. Proteins: Struct., Funct., Genet. 1987, 130-152.
19. Suslick, K. S.; Fox, M. M.; Reinert, T. J. J. Am. Chem. Soc. 1984, 106, 4522-4525.
20. x = 1.5).
21. Taylor, C. P. S. Bioehim. Biophys. Acta 1977, 491, 137-149.
22. Phe absorbance in the far UV presents a complication for the estimation of helicities, cf.: Chakrabartty, A.; Kortemme, T.; Padmanabhan, S.; Baldwin, R. L. Biochemistry 1993, 32, 5560-5565.
23. Zhou, N. E.; Kay, C. M.; Hodges, R. S. J. Biol. Chem. 1992, 267, 2664-2670.
24. Harbury, P. B.; Kim, P. S.; Alber, T. Nature 1994, 371, 80-83.
25. La Mar, G. N.; Satterlee, J. D.; De Ropp, J. S. In The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: San Diego, 2000; Vol. 5, pp 185-298 and references therein.
26. (a) Kaminskaya, O.; Kurreck, J.; Irrgang, K. D.; Renger, G.; Shuvalov, V. A. Biochemistry 1999, 38, 16223-16235.
27. (b) Cramer, W. A.; Whitmarsh, J.; Horton, P. In The Porphyrins; Dolphin, D., Ed.: Academic Press: New York, 1979; Vol. 7, pp 71-107.