Structure of circulin B and implications for antimicrobial activity of the cyclotides

International Journal of Peptide Research and Therapeutics

Volumn 11, Issue 1, 2005, Pages 99-106

  Koltay, Anita ^a   Daly, Norelle L ^a   Gustafson, Kirk R ^b   Craik, David J ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

^b NATIONAL CANCER INSTITUTE   (United States)

Author keywords

Circular proteins; Cyclotides; Cystine knot; NMR; Protein structure

Indexed keywords

CIRCULIN; CYCLOPEPTIDE; CYCLOPSYCHOTRIDE; KALATA B1; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; CONTROLLED STUDY; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; NONHUMAN; STRUCTURE ACTIVITY RELATION;

FUNGI; NEGIBACTERIA; POSIBACTERIA;

EID: 20444456459     PISSN: 15733149     EISSN: 15733904     Source Type: Journal    
DOI: 10.1007/s10989-004-1722-2     Document Type: Article

References (49)

1. Barry, D. G., Daly, N. L., Clark, R. J., Sando, L. and Craik, D. J.: 2003, Biochemistry. 42, 6688-6695.
2. Barry, D. G., Daly, N. L., Bokesch, H. R., Gustafson, K. R. and Craik, D. J.: 2004, Structure. 12, 85-94.
3. Bax, A. and Davis, D. G.: 1985, J. Magn. Reson. 65, 355-360.
4. Braunschweiler, L. and Ernst, R. R.: 1983, J. Magn. Reson. 53, 521-528.
5. Broussalis, A. M., Göransson, U., Coussio, J. D., Ferraro, G., Martino, V. and Claeson, P.: 2001, Phytochemistry. 58, 47-51.
6. Brünger, A. T., Adams, P. D. and Rice, L. M.: 1997, Structure. 5, 325-336.
7. Claeson, P., Göransson, U., Johansson, S., Luijendijk, T. and Bohlin, L.: 1998, J. Nat. Prod. 61, 77-81.
8. Clore, G. M., Brünger, A. T., Karplus, M. and Gronenborn, A. M.: 1986, J. Mol. Biol. 191, 523-551.
9. Colgrave, M. L. and Craik, D. J.: 2004, Biochemistry. 43, 5965-5975.
10. Craik, D. J.: 2001, Toxicon. 39, 1809-1813.
11. Craik, D. J., Daly, N. L., Bond, T. and Waine, C.: 1999, J. Mol. Biol. 294, 1327-1336.
12. Craik, D. J., Daly, N. L. and Waine, C.: 2001, Toxicon. 39, 43-60.
13. Craik, D. J., Simonsen, S. and Daly, N. L.: 2002, Curr. Opin. Drug Discov. Devel. 5, 251-260.
14. Craik, D. J., Daly, N. L., Mulvenna, J., Plan, M. R. and Trahi, M: 2004, Curr. Prot. Pept. Sci. 5, 297-315.
15. Daly, N. L., Love, S., Alewood, P. F. and Craik, D. J.: 1999a, Biochemistry. 38, 10606-10614.
16. Daly, N. L., Koltay, A., Gustafson, R. K., Boyd, M. R., Casas-Finet, J. R. and Craik, D. J.: 1999b, J. Mol. Biol. 285, 333-345.
17. Derua, R., Gustafson, K. R. and Pannell, L. K.: 1996, Biochem. Biophys. Res. Commun. 228, 632-638.
18. Dutton, J. L., Renda, R. F., Waine, C., Clark, R. J., Daly, N. L., Jennings, C. V., Anderson, M. A. and Craik, D. J. 2004, J Biol Chem in press.
19. Felizmenio-Quimio, M. E., Daly, N. L. and Craik, D. J.: 2001, J. Biol. Chem. 276, 22875-22882.
20. Göransson, U. and Craik, D. J.: 2003, J. Biol. Chem. 278, 48188-48196.
21. Göransson, U., Luijendijk, T., Johansson, S., Bohlin, L. and Claeson, P.: 1999, J. Nat. Prod. 62, 283-286.
22. Gran, L.: 1973, Acta Pharmacol. Toxicol. 33, 400-408.
23. Griesinger, C., Sørensen, O. W. and Ernst, R. R.: 1987, J. Magn. Reson. 75, 474-492.
24. Gustafson, K. R., Sowder, R. C. II, Henderson, L. E., Parsons, I. C., Kashman, Y., Cardellina, J. H. II, McMahon, J. B., Buckheit, R. W. Jr., Pannell, L. K. and Boyd, M. R.: 1994, J. Am. Chem. Soc. 116, 9337-9338.
25. Gustafson, K. R., Walton, L. K., Sowder, R. C. II, Johnson, D. G., Pannell, L. K., Cardellina, J. H. II and Boyd, M. R.: 2000, J. Nat. Prod. 63, 176-178.
26. Hancock, R. E., Falla, T. and Brown, M.: 1995, Adv. Microb. Physiol. 37, 135-75.
27. Heitz, A., Hernandez, J. F., Gagnon, J., Hong, T. T., Pham, T. T., Nguyen, T. M., Le-Nguyen, D. and Chiche, L.: 2001, Biochemistry. 40, 7973-7983.
28. Hutchinson, E. G. and Thornton, J. M.: 1996, Protein Sci., 5, 212-220.
29. Jeener, J., Meier, B. H., Bachmann, P. and Ernst, R. R.: 1979, J. Chem. Phys. 71, 4546-4553.
30. Jennings, C., West, J., Waine, C., Craik, D. and Anderson, M.: 2001, Proc. Natl. Acad. Sci. USA. 98, 10614-10619.
31. Koradi, R., Billeter, M. and Wüthrich, K.: 1996, J. Mol. Graph. 14, 29-32.
32. Laskowski, R. A., Rullmannn, J. A., MacArthur, M. W., Kaptein, R. and Thornton, J. M.: 1996, J. Biomol. NMR. 8, 477-486.
33. Linge, J. P. and Nilges, M.: 1999, J. Biomol. NMR. 13, 51-59.
34. Marion, D. and Wüthrich, K.: 1983, Biochem. Biophys. Res. Commun. 113, 967-974.
35. Pallaghy, P. K., Nielsen, K. J., Craik, D. J. and Norton, R. S.: 1994, Protein Sci. 3, 1833-1839.
36. Piotto, M., Saudek, V. and Sklenar, V.: 1992, J. Biomol. NMR. 2, 661-665.
37. Ranee, M., Sørensen, O. W., Bodenhausen, G., Wagner, G., Ernst, R. R. and Wüthrich, K.: 1983, Biochem. Biophys. Res. Commun. 117, 479-485.
38. Rosengren, K. J., Daly, N. L., Plan, M. R., Waine, C. and Craik, D. J.: 2003, J. Biol. Chem. 278, 8606-8616.
39. Saether, O., Craik, D. J., Campbell, I. D., Sletten, K., Juul, J. and Norman, D. G.: 1995, Biochemistry. 34, 4147-4158.
40. Schöpke, T., Hasan Agha, M. I., Kraft, R., Otto, A. and Hiller, K.: 1993, Sci. Pharm. 61, 145-153.
41. Tam, J. P. and Lu, Y-A.: 1997, Tetrahedron Lett. 38, 5599-5602.
42. Tam, J. P., Lu, Y. A., Yang, J. L. and Chiu, K. W.: 1999, Proc. Natl. Acad. Sci. USA. 96, 8913-8918.
43. Trahi, M. and Craik, D. J.: 2002, Trends Biochem. Sci. 27, 132-138.
44. Trahi, M. and Craik, D. J.: 2004, Plant Cell. 16, 2204-2216.
45. Wilde, C. G., Griffith, J. E., Marra, M. N., Snable, J. L. and Scott, R. W.: 1989, J. Biol. Chem. 264, 11200-11203.
46. Williamson, M. P., Havel, T. F. and Wüthrich, K.: 1985, J. Mol. Biol. 182, 295-315.
47. Witherup, K. M., Bogusky, M. J., Anderson, P. S., Ramjit, H., Ransom, R. W., Wood, T. and Sardana, M.: 1994, J. Nat. Prod. 57, 1619-1625.
48. Wüthrich, K.: 1986, NMR of Proteins and Nucleic Acids, pp., Wiley-Interscience, New York.
49. Wüthrich, K., Billeter, M. and Braun, W.: 1983, J. Mol. Biol. 169, 949-961.