A method for the facile solid-phase synthesis of gramicidin S and its analogs

Letters in Peptide Science

Volumn 3, Issue 1, 1996, Pages 53-60

  Wishart, David S ^a   Kondejewski, Leslie H ^a   Semchuk, Paul D ^a   Sykes, Brian D ^a   Hodges, Robert S ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

Cyclic peptide; Cyclization; Gramicidin S; NMR; Synthesis

Indexed keywords

EID: 0002857580     PISSN: 09295666     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00131086     Document Type: Article

References (21)

1. Izumiya, N., Kato, T., Aoyaga, H., Waki, M. and Kondo, M., Synthetic Aspects of Biologically Active Cyclic Peptides: Gramicidin S and Tyrocidines, Halsted Press, New York, NY, 1979.
2. Midez, J.A., Hopfer, R.L., Lopez-Bernstein, G. and Mehta, R.T., Antimicrob. Agents Chemother., 33 (1989) 55.
3. Matsushima, S. and Shichi, H., J. Ocul. Pharmacol., 5 (1989) 261.
4. Okamoto, K., Tomita, Y., Yonezawa, H., Hirohita, T., Ogura, R. and Izumiya, N., Oncology, 41 (1984) 43.
5. Legendre, J.Y. and Szoka, F.C., Proc. Natl. Acad. Sci. USA, 90 (1993) 4374.
6. Betzel, C., Rachev, R., Dolashka, P. and Genov, N., Biochim. Biophys. Acta, 1161 (1993) 47.
7. Zhou, N.E., Mant, C.T. and Hodges, R.S., Pept. Res., 3 (1990) 8.
8. Piantini, U., Sørensen, O.W. and Ernst, R.R., J. Am. Chem. Soc., 104 (1982) 6800.
9. Kumar, A., Ernst, R.R. and Wüthrich, K., Biochem. Biophys. Res. Commun., 95 (1980) 1.
10. Braunschweiler, L. and Ernst, R.R., J. Magn. Reson., 53 (1983) 521.
11. States, D.J., Haberkorn, R.A. and Ruben, D.J., J. Magn. Reson., 48 (1982) 286.
12. Krauss, E.M. and Chan, S.I., J. Am. Chem. Soc., 104 (1982) 6953.
13. Tamaki, M., Takimoto, M. and Muramatsu, I., Bull. Chem. Soc. Jpn., 61 (1988) 3925.
14. Klostermeyer, H., Chem. Ber., 101 (1968) 2823.
15. Losse, G. and Neubert, K., Tetrahedron Lett., 15 (1970) 1267.
16. Sato, K., Abe, H., Kato, T. and Izumiya, N., Bull. Chem. Soc. Jpn., 50 (1977) 1999.
17. Aimoto, S., Bull. Chem. Soc. Jpn., 61 (1988) 2220.
18. Osapay, G., Profit, A. and Taylor, J.W., Tetrahedron Lett., 31 (1990) 2161.
19. Mihara, M., Nishino, N., Ogawa, H.I., Izumiya, N. and Fujimoto, T., Bull. Chem. Soc. Jpn., 65 (1992) 228.
20. Tamaki, M., Akabori, S. and Muramatsu, I., Bull. Chem. Soc. Jpn., 64 (1991) 583.
21. Wilmot, D.M. and Thornton, J.M., J. Mol. Biol., 203 (1988) 221.