Metal binding properties of fluorescent analogues of Trichogin GA IV: A conformational study by time-resolved spectroscopy and molecular mechanics investigations

ChemBioChem

Volumn 10, Issue 1, 2009, Pages 91-97

  Venanzi, Mariano ^a   Bocchinfuso, Gianfranco ^a   Gatto, Emanuela ^a   Palleschi, Antonio ^a   Stella, Lorenzo ^a   Formaggio, Fernando ^b   Toniolo, Claudio ^b  

^a UNIVERSITY OF ROME TOR VERGATA   (Italy)

^b UNIVERSITY OF PADOVA   (Italy)

Author keywords

Circular dichroism; Ion peptide complexes; Lipopeptaibol antibiotics; Peptides; Time resolved fluorescence

Indexed keywords

ANTIINFECTIVE AGENT; CALCIUM; GADOLINIUM; GLYCINE; METAL ION; OLIGOPEPTIDE; TRICHOGIN GA; UNCLASSIFIED DRUG; 9 FLUORENYLMETHOXYCARBONYL; 9-FLUORENYLMETHOXYCARBONYL; FLUORENE DERIVATIVE; LIPOPEPTIDE; TRICHOGIN GA IV; WATER;

ANTIMICROBIAL ACTIVITY; ARTICLE; CALCIUM BINDING; CIRCULAR DICHROISM; COMPLEX FORMATION; CONFORMATIONAL TRANSITION; FLUORESCENCE ANALYSIS; FLUORESCENCE RESONANCE ENERGY TRANSFER; METAL BINDING; MOLECULAR MECHANICS; PRIORITY JOURNAL; PROTEIN CONFORMATION; PROTEIN FOLDING; PROTEIN FUNCTION; PROTEIN MOTIF; PROTEIN STRUCTURE; SPECTROSCOPY; STRUCTURE ANALYSIS; ABSORPTION; AMINO ACID SEQUENCE; CELL MEMBRANE; CELL MEMBRANE PERMEABILITY; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; FLUORESCENCE; LIPID BILAYER; METABOLISM; PROTEIN BINDING; TIME;

ABSORPTION; AMINO ACID SEQUENCE; CALCIUM; CELL MEMBRANE; CELL MEMBRANE PERMEABILITY; CIRCULAR DICHROISM; FLUORENES; FLUORESCENCE; GADOLINIUM; LIPID BILAYERS; LIPOPEPTIDES; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PROTEIN BINDING; TIME FACTORS; WATER;

EID: 59649106670     PISSN: 14394227     EISSN: 14397633     Source Type: Journal    
DOI: 10.1002/cbic.200800617     Document Type: Article

References (37)

1. S. Rebuffat, C. Goulard, B. Bodo, M. T. Roquebert, Recent Res. Devel. Org. Bioorg. Chem. 1999, 3, 65-91.
2. C. Toniolo, M. Crisma, F. Formaggio, C. Peggion, R. F. Epand, R. M. Epand, Cell. Mol. Life Sci. 2001, 58, 1179-1188.
3. C. Peggion, F. Formaggio, M. Crisma, R. F. Epand, R. M. Epand, C. Toniolo, J. Pept. Sci. 2003, 9, 679-689.
4. C. Toniolo, Biopolymers 1989, 28, 247-257.
5. C. Toniolo, M. Crisma, G. M. Bonora, E. Benedetti, B. Di Blasio, V. Pavone, C. Pedone, A. Santini, Biopolymers 1991, 31, 129-138.
6. I. L. Karle, P. Balaram, Biochemistry 1990, 29, 6747-6756.
7. C. Toniolo, M. Crisma, F. Formaggio, C. Peggion, Biopolymers 2001, 60, 396-419.
8. C. Toniolo, E. Benedetti, Trends Biochem. Sci. 1991, 16, 350-353.
9. C. M. Venkatachalam, Biopolymers 1968, 6, 1425-1436.
10. C. Toniolo, C. Peggion, M. Crisma, F. Formaggio, X. Shui, D. S. Eggleston, Nat. Struct. Biol. 1994, 1, 908-914.
11. C. Auvin-Guette, S. Rebuffat, Y. Prigent, B. Bodo, J. Am. Chem. Soc. 1992, 114, 2170-2174.
12. C. Toniolo, M. Crisma, F. Formaggio, C. Peggion, V. Monaco, C. Goulard, S. Rebuffat, B. Bodo, J. Am. Chem. Soc. 1996, 118, 4952-4958.
13. V. Monaco, E. Locardi, F. Formaggio, M. Crisma, S. Mammi, E. Peggion, C. Toniolo, S. Rebuffat, B. Bodo, J. Pept. Res. 1998, 52, 261-272.
14. M. Venanzi, E. Gatto, G. Bocchinfuso, A. Palleschi, L. Stella, F. Formaggio, C. Toniolo, ChemBioChem 2006, 7, 43-45.
15. M. Venanzi, E. Gatto, G. Bocchinfuso, A. Palleschi, L. Stella, C. Baldini, F. Formaggio, C. Toniolo, J. Phys. Chem. B 2006, 110, 22834-22841.
16. H. S. Atreya, S. C. Sahu, A. Bhattacharya, K. V. R. Chary, G. Govil, Biochemistry 2001, 40, 14392-14403.
17. B. Kuhlman, J. A. Boice, W.-J. Wu, R. Fairman, D. P. Raleigh, Biochemistry 1997, 36, 4607-4615.
18. S. M. Mustafi, S. M. Mukherjee, K. V. R. Chary, C. Del Bianco, C. Luchinat, Biochemistry 2004, 43, 9320-9331.
19. C. Gløgård, G. Stensrud, R. Hovland, S. L. Fossheim, J. Klaveness, Int. J. Pharm. 2002, 233, 131-140.
20. C. Toniolo, A. Polese, F. Formaggio, M. Crisma, J. Kamphuis, J. Am. Chem. Soc. 1996, 118, 2744-2745.
21. F. Formaggio, M. Crisma, P. Rossi, P. Scrimin, B. Kaptein, Q. B. Broxterman, J. Kamphuis, C. Toniolo, Chem. Eur. J. 2000, 6, 4498-4504.
22. R. W. Woody, The Peptides, Vol. 7 (Ed.: V. J. Hruby), Academic, New York, 1985, pp. 15-114.
23. G. D. Rose, L. M. Gierasch, J. A. Smith, Adv. Protein Chem. 1985, 37, 1-109.
24. A. Perczel, M. Hollosi, B. M. Foxman, G. D. Fasman, J. Am. Chem. Soc. 1991, 113, 9772-9784.
25. R. Gurunath, P. Balaram, Biopolymers 1995, 35, 21-29.
26. J. Wöjcik, J. Góral, K. Pawloski, A. Bierzyński, Biochemistry 1997, 36, 680-687.
27. T. Förster, Discuss. Faraday Soc. 1959, 27, 7-17.
28. B. Pispisa, C. Mazzuca, A. Palleschi, L. Stella, M. Venanzi, M. Wakselman, J.-P. Mazaylerat, M. Rainaldi, F. Formaggio, C. Toniolo, Chem. Eur. J. 2003, 9, 4084-4093, and references therein.
29. B. Pispisa, A. Palleschi, M. Venanzi, G. Zanotti, J. Phys. Chem. 1996, 100, 6835-6844.
30. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Springer, New York, 2006, Chapter 4.
31. L. J. Lapidus, W. A. Eaton, J. Hofrichter, Proc. Natl. Acad. Sci. USA 2000, 97, 7220-7225.
32. G. Weissmann, P. Anderson, C. Serhan, E. Samuelsson, E. Goodman, Proc. Natl. Acad. Sci. USA 1980, 77, 1506-1510.
33. P. Caravan, J. J. Ellison, T. J. McMurry, R. B. Lauffer, Chem. Rev. 1999, 99, 2293-2352.
34. V. Monaco, F. Formaggio, M. Crisma, C. Toniolo, P. Hanson, G. L. Millhauser, Biopolymers 1999, 50, 239-253.
35. E. Gatto, C. Mazzuca, L. Stella, M. Venanzi, B. Pispisa, J. Phys. Chem. B 2006, 110, 22813-22818.
36. Hyperchem Computational Chemistry, Hypercube Inc., Gainesville, FL, 2002.
37. V. Barone, A. Bencini, M. Cossi, A. Di Matteo, M. Matterini, F. Totti, J. Am. Chem. Soc. 1998, 120, 7069-7078.