Conformational Analysis of the Biologically Active Cyclic Analog of β-Casomorphin H-Tyr-cyclo[D-OrnPheProGly]

Biochemistry (Moscow)

Volumn 64, Issue 9, 1999, Pages 1005-1011

  Kostetsky, P V ^a   Arkhipova, S F ^a  

^a SHEMYAKIN OVCHINNIKOV INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Cyclopeptide; Theoretical conformational analysis; casomorphin

Indexed keywords

ACETYLPROLYL ALANYL ALANINE N METHYLAMIDE; ACETYLPROLYL-ALANYL-ALANINE-N-METHYLAMIDE; BETA CASOMORPHINS; BETA-CASOMORPHINS; CYCLOPEPTIDE; ENDORPHIN; OLIGOPEPTIDE; TYROSYL CYCLO(ORNITHYL PHENYLALANYL PROLYL GLYCYL ); TYROSYL-CYCLO(ORNITHYL-PHENYLALANYL-PROLYL-GLYCYL-);

AMINO ACID SEQUENCE; ARTICLE; CALORIMETRY; CHEMICAL STRUCTURE; CHEMISTRY; PROTEIN CONFORMATION; STRUCTURE ACTIVITY RELATION; THERMODYNAMICS;

AMINO ACID SEQUENCE; CALORIMETRY; ENDORPHINS; MODELS, MOLECULAR; OLIGOPEPTIDES; PEPTIDES, CYCLIC; PROTEIN CONFORMATION; STRUCTURE-ACTIVITY RELATIONSHIP; THERMODYNAMICS;

EID: 0033194808     PISSN: 00062979     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (25)

1. Brantl, V., Teschemacher, H., Blaesig, J., Henschen A., and Lottspeich, F. (1979) Hoppe Seylers Z. Physiol. Chem., 360, 1211-1217.
2. Chang, K. J., Cooper, B. R., Hazum, E., and Cuatrecasas, P. (1979) Mol Pharmacol., 16, 91-104.
3. Martin, W. R., Eades, C. G., Thompson, E. A., Huppler, R. E., and Gilbert, P. E. (1976) J. Pharmacol. Exp. Ther., 197, 515-532.
4. Hruby, V. J. (1982) Life Sci., 31, 189-199.
5. DiMaio, J., and Schiller, P. W. (1980) Proc. Natl. Acad. Sci. USA, 77, 7162-7166.
6. Mosberg, H. I., Hurst, R., Hruby, V. J., Gee, K., Yamamura, H. I., Galligan, J. J., and Burks, T. F. (1983) Proc. Natl. Acad. Sci. USA, 80, 5871-5874.
7. Hruby, V. J., and Gehring, C. A. (1989) Med. Res. Rev., 9, 343-401.
8. Schiller, P. W., Nguyen, T. M.-D., Maziak, L. A., Wilkes, B. C., and Lemieux, C. (1987) J. Med. Chem., 30, 2094- 2099.
9. Schmidt, R., Neubert, K., Barth, A., Liebmann, C., Schnittler, M., Chung, N. N., and Schiller, P. W. (1991) Peptides, 12, 1175-1180.
10. Schmidt, R., and Neubert, K. (1991) Int. J. Peptide Protein Res., 37, 502-507.
11. Ruethrich, H.-L., Grecksch, G., Schmidt, R., and Neubert, K. (1992) Peptides, 13, 483-485.
12. Schmidt, R., Vogel, D., Mrestani-Klaus, C., Brandt, W., Neubert, K., Chung, N. N., Lemieux, C., and Schiller, P. W. (1994) J. Med. Chem., 37, 1136-1144.
13. Carpenter, K. A., Schiller, P. W., Schmidt, R., and Wilkes, B. C. (1996) Int. J. Peptide Protein Res., 48, 102-111.
14. Mierke, D. F., Kurz, M., and Kessler, H. (1994) J. Am. Chem. Soc., 116, 1042-1049.
15. Kostetsky, P. V., and Artemjev, I. V. (1997) Biochemistry (Moscow), 62, 753-759.
16. Kostetsky, P. V., and Artemjev, I. V. (1998) Mol. Biol. (Moscow), 32, 410-416.
17. Weiner, S. J., Kollman, P. A., Nguyen, D. T., and Case, D. A. (1986) J. Comput. Chem., 7, 230-252.
18. Howeler, U. (1991) Molecular Modeling on the PC, Springer-Verlag, Berlin-Heidelberg-Tokyo.
19. Sobol', T. M. (1968) The Monte-Carlo Method(Ovchinnikova, I. M., ed.) [in Russian], Nauka, Moscow, pp. 5-8.
20. Zimmerman, S. S., Pottle, M. S., Nemethy, G., and Scheraga, H. A. (1977) Macromolecules, 10, 1-8.
21. Kendrew, J. C., Klyne, W., Lifson, S., Miyazawa, T., Nemethy, G., Phillips, D. C., Ramachandran, G. N., and Scheraga, H. A. (1971) Arch. Biochem. Biophys., 145, 405-421.
22. Schulz, G. E., and Schirmer, R. H. (1988) Principles of Protein Structure (Cantor, C. R., ed.) Springer-Verlag, New York-Berlin-Heidelberg-Tokyo.
23. Gurrath, M., Mueller, G., Kessler, H., Aumailley, M., and Timpl, R. (1992) Eur. J. Biochem., 210, 911-921.
24. Mueller, G., Gurrath, M., Kessler, H., and Timpl, R. (1992) Angew. Chem., 104, 341-343.
25. Mammi, N. J., Hassan, M., and Goodman, M. (1985) J. Am. Chem. Soc., 107, 4008-4013.