Conformational and membrane interaction studies of the antimicrobial peptide alyteserin-1c and its analogue [E4K]alyteserin-1c

Biochimica et Biophysica Acta - Biomembranes

Volumn 1808, Issue 8, 2011, Pages 1975-1984

  Subasinghage, Anusha P ^a   O'Flynn, Donal ^a   Conlon, J Michael ^b   Hewage, Chandralal M ^a  

^a UNIVERSITY COLLEGE DUBLIN   (Ireland)

^b UNITED ARAB EMIRATES UNIVERSITY   (United Arab Emirates)

Author keywords

Alyteserin; AMP; Antimicrobial; Molecular modelling; NMR; Positional studies

Indexed keywords

1,2 DIHEXANOYL SN GLYCERO 3 PHOSPHATIDYLCHOLINE; [E4K]GLYCYLLEUCYLLYSYLGLUTAMYLISOLEUCYLPHENYLALANYLLYSYLALANYLGLYCYLLEUCYLGLYSYLSERYLLEUCYLVALYLLYSYLGLYCYLISOLEUCYLALANYLALANYLHISTIDYLVALYLALANYLSERYLAMIDE; DODECYL SULFATE SODIUM; DODECYLPHOSPHORYLCHOLINE; GLYCYLLEUCYLLYSYLGLUTAMYLISOLEUCYLPHENYLALANYLLYSYLALANYLGLYCYLLEUCYLGLYSYLSERYLLEUCYLVALYLLYSYLGLYCYLISOLEUCYLALANYLALANYLHISTIDYLVALYLALANYLSERYLAMIDE; PHOSPHATIDYLCHOLINE; POLYPEPTIDE ANTIBIOTIC AGENT; TRIFLUOROETHANOL; UNCLASSIFIED DRUG;

ALPHA HELIX; AMINO TERMINAL SEQUENCE; ANTIBACTERIAL ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CARBOXY TERMINAL SEQUENCE; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; DRUG DETERMINATION; DRUG STRUCTURE; HEMOLYSIS; HUMAN; HUMAN CELL; MICELLE; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR MODEL; NONHUMAN; PRIORITY JOURNAL; PROTEIN SECONDARY STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; RESIDUE ANALYSIS; SOLVENT EFFECT; STRUCTURE ANALYSIS; THREE DIMENSIONAL IMAGING;

ANTI-INFECTIVE AGENTS; ANTIMICROBIAL CATIONIC PEPTIDES; BACTERIA; CHLORIDES; CYCLIC N-OXIDES; HEMOLYSIS; HUMANS; LYSINE; MANGANESE COMPOUNDS; MEMBRANE LIPIDS; MEMBRANES, ARTIFICIAL; MICELLES; MICROBIAL SENSITIVITY TESTS; MODELS, MOLECULAR; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHOSPHOLIPID ETHERS; PHOSPHORYLCHOLINE; PROTEIN CONFORMATION; SODIUM DODECYL SULFATE; SOLVENTS; SPIN LABELS; STRUCTURE-ACTIVITY RELATIONSHIP; TRIFLUOROETHANOL; VALINE; WATER;

ALYTES OBSTETRICANS; NEGIBACTERIA;

EID: 79958087317     PISSN: 00052736     EISSN: 18792642     Source Type: Journal    
DOI: 10.1016/j.bbamem.2011.04.012     Document Type: Article

References (39)

1. S.R. Norrby, C.E. Nord, and R. Finch Lack of development of new antimicrobial drugs: a potential serious threat to public health Lancet Infect Dis 5 2005 115 119 (Pubitemid 40174782)
2. D.M. Livermore Has the era of untreatable infections arrived? J Antimicrob Chemother 64 2009 i29 i36
3. G. Diamond, N. Beckloff, A. Weinberg, and K.O. Kisich The roles of antimicrobial peptides in innate host defense Curr Pharm Des 15 2009 2377 2392
4. J.M. Conlon The therapeutic potential of antimicrobial peptides from frog skin Revs Med Microbiol 15 2004 17 25 (Pubitemid 38955832)
5. M.R. Yeaman, and N.Y. Yount Mechanisms of antimicrobial peptide action and resistance Pharmacol Rev 55 2003 27 55 (Pubitemid 36268398)
6. A.C. Rinaldi Antimicrobial peptides from amphibian skin: an expanding scenario Curr Opin Chem Biol 6 2002 799 804 (Pubitemid 35449340)
7. J.M. Conlon, E. Ahmed, T. Pal, and A. Sonnevend Potent and rapid bactericidal action of alyteserin-1c and its [E4K] analog against multidrug-resistant strains of Acinetobacter baumannii Peptides 31 2010 1806 1810
8. J.M. Conlon, A. Demandt, P.F. Nielsen, J. Leprince, H. Vaudry, and D.C. Woodhams The alyteserins: two families of antimicrobial peptides from the skin secretions of the midwife toad Alytes obstetricans Alytidae Peptides 30 2009 1069 1073
9. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically Approved Standard M07-A8 2008 Clinical Laboratory and Standards Institute CLSI Wayne, PA
10. A. Bax, and D.G. Davis MLEV-17 based two-dimentional homonuclear magnetisation transfer spectroscopy J Magon Reson 65 1985 355 360
11. A. Kumar, R.R. Ernst, and K. Wuthrich A two-dimensional nuclear Overhauser enhancement (2D NOE) experiment for the elucidation of complete proton-proton cross-relaxation networks in biological macromolecules Biochem Biophys Res Commun 95 1980 1 6
12. T.D. Goddard, and D.G. Kneller Sparky 3 software 2006 University of California San Francisco, USA
13. P. Guntert, W. Braun, and K. Wuthrich Efficient computation of three-dimensional protein structures in solution from nuclear magnetic resonance data using the program DIANA and the supporting programs CALIBA, HABAS and GLOMSA J Mol Biol 217 1991 517 530 (Pubitemid 121003298)
14. P. Guntert, C. Mumenthaler, and K. Wuthrich Torsion angle dynamics for NMR structure calculation with the new program DYANA J Mol Biol 273 1997 283 298 (Pubitemid 27460230)
15. Tripos Inc South Janley Road, St. Louis, MO 63144-2319, USA 1699
16. R. Koradi, M. Billeter, K. Wuthrich, MOLMOL: a program for display and analysis of macromolecular structures, J. Mol. Graph. 14 (1996) 51-55, 29-32. (Pubitemid 26152976)
17. W.L. DeLano The PyMOL Molecular Graphics System 2002 DeLano Scientific San Carlos, CA
18. R.A. Laskowski, J.A. Rullmannn, M.W. MacArthur, R. Kaptein, and J.M. Thornton AQUA and PROCHECK-NMR: programs for checking the quality of protein structures solved by NMR J Biomol NMR 8 1996 477 486 (Pubitemid 126706801)
19. F.D. Sonnichsen, J.E. Van Eyk, R.S. Hodges, and B.D. Sykes Effect of trifluoroethanol on protein secondary structure: an NMR and CD study using a synthetic actin peptide Biochemistry 31 1992 8790 8798
20. A.P. Subasinghage, J.M. Conlon, and C.M. Hewage Development of potent anti-infective agents from Silurana tropicalis: conformational analysis of the amphipathic, alpha-helical antimicrobial peptide XT-7 and its non-haemolytic analogue [G4K]XT-7 Biochim Biophys Acta 1804 2010 1020 1028
21. I. Alana, J.P. Malthouse, F.P. O'Harte, and C.M. Hewage The bioactive conformation of glucose-dependent insulinotropic polypeptide by NMR and CD spectroscopy Proteins 68 2007 92 99 (Pubitemid 46876535)
22. C. Landon, H. Meudal, N. Boulanger, P. Bulet, and F. Vovelle Solution structures of stomoxyn and spinigerin, two insect antimicrobial peptides with an alpha-helical conformation Biopolymers 81 2006 92 103
23. R.C. Neuman Jr., and J.T. Gerig Interactions of 2,2,2-trifluoroethanol with melittin Magn Reson Chem 47 2009 925 931
24. L.R. Brown, and K. Wuthrich NMR and ESR studies of the interactions of cytochrome c with mixed cardiolipin-phosphatidylcholine vesicles Biochim Biophys Acta 468 1977 389 410 (Pubitemid 8126613)
25. K. Wuthrich, C. Bosch, and L.R. Brown Conformational studies of lipid-bound polypeptides by elucidation of proton-proton cross-relaxation networks Biochem Biophys Res Commun 95 1980 1504 1509
26. P. Damberg, J. Jarvet, and A. Graslund Micellar systems as solvents in peptide and protein structure determination Methods Enzymol 339 2001 271 285 (Pubitemid 32666565)
27. G.D. Henry, and B.D. Sykes Methods to study membrane protein structure in solution Methods Enzymol 239 1994 515 535
28. E.F. Haney, H.N. Hunter, K. Matsuzaki, and H.J. Vogel Solution NMR studies of amphibian antimicrobial peptides: linking structure to function? Biochim Biophys Acta 1788 2009 1639 1655
29. M. Lindberg, and A. Graslund The position of the cell penetrating peptide penetratin in SDS micelles determined by NMR FEBS Lett 497 2001 39 44 (Pubitemid 32480177)
30. E. Barany-Wallje, A. Andersson, A. Graslund, and L. Maler NMR solution structure and position of transportan in neutral phospholipid bicelles FEBS Lett 567 2004 265 269 (Pubitemid 38748403)
31. J. Jarvet, J. Zdunek, P. Damberg, and A. Graslund Three-dimensional structure and position of porcine motilin in sodium dodecyl sulfate micelles determined by 1H NMR Biochemistry 36 1997 8153 8163 (Pubitemid 27284193)
32. M. Lindberg, H. Biverstahl, A. Graslund, and L. Maler Structure and positioning comparison of two variants of penetratin in two different membrane mimicking systems by NMR Eur J Biochem 270 2003 3055 3063 (Pubitemid 36876274)
33. M. Lindberg, J. Jarvet, U. Langel, and A. Graslund Secondary structure and position of the cell-penetrating peptide transportan in SDS micelles as determined by NMR Biochemistry 40 2001 3141 3149 (Pubitemid 32205358)
34. M. Franzmann, D. Otzen, and R. Wimmer Quantitative use of paramagnetic relaxation enhancements for determining orientations and insertion depths of peptides in micelles Chembiochem 10 2009 2339 2347
35. E. Papadopoulos, K. Oglecka, L. Maler, J. Jarvet, P.E. Wright, H.J. Dyson, and A. Graslund NMR solution structure of the peptide fragment 1-30, derived from unprocessed mouse Doppel protein, in DHPC micelles Biochemistry 45 2006 159 166 (Pubitemid 43054093)
36. K. Bush Alarming beta-lactamase-mediated resistance in multidrug-resistant Enterobacteriaceae Curr Opin Microbiol 13 2010 558 564
37. A. Eley, M. Ibrahim, S.E. Kurdi, and J.M. Conlon Activities of the frog skin peptide, ascaphin-8 and its lysine-substituted analogs against clinical isolates of extended-spectrum beta-lactamase (ESBL) producing bacteria Peptides 29 2008 25 30 (Pubitemid 50011414)
38. J.M. Conlon, N. Al-Ghaferi, B. Abraham, and J. Leprince Strategies for transformation of naturally-occurring amphibian antimicrobial peptides into therapeutically valuable anti-infective agents Methods 42 2007 349 357 (Pubitemid 46856863)
39. D.M. Engelman, T.A. Steitz, and A. Goldman Identifying nonpolar transbilayer helices in amino acid sequences of membrane proteins Annu Rev Biophys Biophys Chem 15 1986 321 353