Structure of cyclic peptides: The crystal and solution conformation of cyclo(Phe-Phe-Aib-Leu-Pro)

Journal of Peptide Research

Volumn 51, Issue 6, 1998, Pages 460-466

  Zanotti, Giancarlo ^a   Saviano, Michele ^b   Saviano, Gabriella ^c   Tancredi, Teodorico ^c   Rossi, Filomena ^b   Pedone, Carlo ^b   Benedetti, Ettore ^b  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^c CNR   (Italy)

Author keywords

Cambridge Crystallographic Database; Cyclic pentapeptides; NMR; X ray diffraction

Indexed keywords

CYCLOPEPTIDE;

ARTICLE; CRYSTAL STRUCTURE; HYDROGEN BOND; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN CONFORMATION; PROTEIN STRUCTURE; X RAY DIFFRACTION;

EID: 0031799990     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1399-3011.1998.tb00645.x     Document Type: Article

References (47)

1. Karle, I. (1981) in Perspective in Peptide Chemistry, (Eberle, A., Geiger, R., Wielauol, T., eds.), S. Carger-Basel, pp. 261-271
2. Stroup, A.N., Rockwell, A.L., Rheingold, A.L. & Gierash, L.M. (1988). J. Am. Chem. Soc. 110, 5157-5161
3. Kessler, H. (1982) Angew. Chem. Int. Ed. Engl. 21, 512-523
4. Karle, I.L. (1978) J. Am. Chem. Soc. 100, 1286-1289
5. Karle, I.L. (1979) J. Am. Chem. Soc. 101, 181-191
6. Karle, I.L. (1986) Int. J. Pept. Protein Res. 28, 420-427
7. Stroup, A.N., Rheingold, A.L., Rockwell, A.L. & Gierash, L.M. (1987) J. Am. Chem. Soc. 109, 7146-7150
8. Rossi, F., Saviano, M., Di Talia, P., Di Blasio, B., Pedone, C., Zanotti, G., Mosca, M., Saviano, G., Tancredi, T., Ziegler., K. & Benedetti, E. (1996) Biopolmers 40, 465-478
9. Kessler, H., Kelin, M., Müller, A., Wagner, K., Batz, J.W., Ziegler, K. & Frimmer, M. (1986) Angew. Chem. Int. Ed. Engl. 25, 997-999
10. Di Blasio, B., Rossi, F., Benedetti, E., Pavone, V., Pedone, C., Temussi, P.A., Zanotti, G. & Tancredi, T. (1989) J. Am. Chem. Soc. 111, 9089-9099
11. Tancredi, T., Benedetti, E., Grimaldi, M., Pedone C., Rossi, F., Saviano M., Temussi, P.A. & Zanotti, G. (1991) Biopolymers 31, 761-767
12. Zanotti, G., Rossi, F., Tancredi, T., Benedetti, E., Pedone, C. & Temussi, P.A (1989) Biopolymers 28, 371-383
13. Rossi, F., Saviano, M., Di Blasio, B., Zanotti, G., Maione, A., Tancredi, T. & Pedone, C. (1994) Biopolymers 34, 273-284
14. Zanotti, G., Maione, A., Rossi, F., Saviano, M., Pedone, C., & Tancredi, T. (1993) Biopolymers 33, 1083-1091
15. Bothner-By, A.A., Stephens, R.L., Lee, J., Warren, C.D. & Jeanloz, R.W. (1984) J. Am. Chem. Soc. 106, 811-813
16. Bax, A. & Davis, D.G. (1985) J. Magn. Reson. 65, 355-360
17. Piantini., U., Sørensen, O.W. & Ernst, R.R. (1982) J. Am. Chem. Soc. 104, 6800-6801
18. Bax, A., Griffey, R.H. & Hawkins, B.L. (1983) J. Magn. Reson. 55, 301-315
19. Marion, D., & Wüthrich, K. (1983) Biochem. Biophys. Res. Commun. 113, 967-984
20. Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C., Gugliardi, A. & Polidori, G. (1994) J. Appl. Crystallogr. 27, 435
21. Cromer, D.T. & Waber, J.T. (1974) in International Tables for X-Ray Crystallography, vol. 4, Table 2.2.B, Kynoch Press, Birmingham, UK
22. Benedetti, E. (1982) in Chemistry and Biochemistry of Amino Acids, Peptides and Proteins (Weinstein, B., ed.) vol. 6, pp. 105-184, Dekker, New York
23. Kartha, G., Bhandery, K.K., Kopple, K.D., Go, A. & Zhu, P.P. (1984) J. Am. Chem. Soc. 106, 3844-3850
24. Bhandary, K.K. (1991) Acta Crystallogr. C47, 1280-1283
25. Morita, H., Yun, Y.S., Takeya, K., Itokawa, H. & Shiro, M. (1995) Tetrahedron 51, 5987-6002
26. Einspahr, H., Cook, W.J. & Bugg, C.E. (1980) Am. Crystallogr. Assoc. Ser. 2 7, 14
27. Flippen, J.L. & Karle, I.L. (1976) Biopolymers 15, 1081-1092
28. Benedetti, E. & Toniolo, C. (1996) in Polymeric Materials Encyclopedia (Salamone, J.C., ed.) vol. 89, pp. 6472-6481, CRC Press, Boca Raton, FL
29. Zimmerman, S.S., Pottle, M.S., Nemethy, G. & Scheraga, H.A. (1977) Macromolecules 10, 1-9
30. Benedetti, E., Morelli, G., Nemethy, G. & Scheraga, H.A. (1983) Int. J. Pept. Protein Res. 22, 1-15
31. Mauger, A.B., Stuart, O.A., Highet, R.J. & Silverton, J.V. (1982) J. Am. Chem. Soc. 104, 174-180
32. Gierash, L.M., Karle, I.L., Rockwell, A.L. & Yenal, K. (1985) J. Am. Chem. Soc. 107, 3321-3327
33. Stroup, A.N, Rockwell, A.L, Rheingold, A.L. & Gierash, L.M. (1988) J. Am. Chem. Soc. 110, 5157-5161
34. Reily, M.D., Thanabal, V., Omecinsky, D.O., Dunbar Jr., J.B., Doherty, A.M. & DePue, P.L. (1992) FEBS Lett. 300, 136-140
35. Morita, H., Nagashima, S., Takeya, K., Itokawa, H. & Iitaka, Y. (1995) Tetrahedron 51, 1121-1132
36. Karle, I.L., Wieland, T., Schermer, D. & Ottenheijm, H.C.J. (1979) Proc. Natl. Acad. Sci. USA 76, 1532-1536
37. Karle, I.L. & Wieland, T. (1987) Int. J. Pept. Protein Res. 29, 596-603
38. Karle, I.L. & Duesler, E. (1977) Proc. Natl. Acad. Sci. USA 74, 2602-2606
39. Karle, I.L. (1974) Biochemistry 13, 2155-2162
40. Karle, I.L. (1977) J. Am. Chem. Soc. 99, 5152-5157
41. Kessler, H., Bats, J.W., Lautz, J. & Muller, A. (1989) Liebigs Ann. Chem. 913-928
42. Di Blasio, B., Rossi, F., Benedetti, E., Pavone, V., Saviano, M., Pedone, C., Zanotti G. & Tancredi, T. (1992) J. Am. Chem. Soc. 114, 8277-8283
43. Saviano, M., Rossi, F., Filizola, M., Di Blasio, B. & Pedone, C. (1995) Acta Crystallogr. C51, 663-666
44. Saviano, M., Rossi, F., Filizola, M., Isernia, C., Di Blasio, B., Pedone, C., Siemion, I.Z. & Pedyczak, A. (1995) Biopolymers 36, 453-460
45. Zanotti, G., Rossi, F., Saviano, M., Tancredi, T., Saviano, G., Maione, A., Filizola, M., Di Blasio, B. & Pedone, C. (1995) J. Am. Chem. Soc. 117, 8651-8658
46. Lombardi, A., Saviano, M., Nastri, F., Maglio, O., Mazzeo, M., Pedone, C., Isernia, C. & Pavone, V. (1996) Biopolymers 38, 683-691
47. Aubry, A., Protas, J., Boussard, G., Marraud, M. & Neel, J. (1978) Biopolymers 17, 1693-1711