Structures of cyclic, antimicrobial peptides in a membrane-mimicking environment define requirements for activity

Journal of Peptide Science

Volumn 14, Issue 4, 2008, Pages 524-527

  Appelt, Christian ^a   Wessolowski, Axel ^a   Dathe, Margitta ^a   Schmieder, Peter ^a  

^a Leibnizinstitut für Molekulare Pharmakologie ^*  (Germany)

Author keywords

Antimicrobial peptides; NMR spectroscopy; Peptide structure; RW peptides

Indexed keywords

CYCLO(ARGINYLARGINYLTRYPTOPHANYLPHENYLALANYLTRYPTOPHANYLARGININE); CYCLO(ARGINYLARGINYLTRYPTOPHANYLTRYPTOPHANYLARGINYLPHENYLALANINE); CYCLO(ARGINYLARGINYLTRYPTOPHANYLTRYPTOPHANYLPHENYLALANYLARGININE); POLYPEPTIDE ANTIBIOTIC AGENT; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; ARTIFICIAL MEMBRANE; DRUG STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTEIN FUNCTION; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

AMINO ACID SEQUENCE; ANTIMICROBIAL CATIONIC PEPTIDES; ARGININE; HYDROPHOBICITY; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PEPTIDES, CYCLIC; PROTEIN STRUCTURE, SECONDARY; TRYPTOPHAN;

BACTERIA (MICROORGANISMS);

EID: 42149178377     PISSN: 10752617     EISSN: 10991387     Source Type: Journal    
DOI: 10.1002/psc.924     Document Type: Article

References (18)

1. Nathan C. Antibiotics at the crossroads. Nature 2004; 431: 899-902.
2. Wenzel RP. The antibiotic pipeline - challenges, costs, and values. N. Engl. J. Med. 2004; 351: 523-526.
3. Projan SJ. Why is big Pharma getting out of antibacterial drug discovery? Curr. Opin. Microbiol. 2003; 6: 427-430.
4. Zasloff M. Antimicrobial peptides of multicellular organisms. Nature 2002; 415: 389-395.
5. Hancock RE, Lehrer R. Cationic peptides: a new source of antibiotics. Trends Biotechnol. 1998; 16: 82-88.
6. Appelt C, Wessolowski A, Söderhäll JA, Dathe M, Schmieder P. Structure of the antimicrobial, cationic hexapeptide cyclo(RRWWRF) and its analogues in solution and bound to detergent micelles. Chembiochem 2005; 6: 1654-1662.
7. Appelt C, Eisenmenger F, Kühne R, Schmieder P, Söderhäll JA. Interaction of the antimicrobial peptide cyclo(RRWWRF) with membranes by molecular dynamics simulations. Biophys. J. 2005; 89: 2296-2306.
8. Dathe M, Nikolenko H, Klose J, Bienert M. Cyclization increases the antimicrobial activity and selectivity of arginine- and tryptophan-containing hexapeptides. Biochemistry 2004; 43: 9140-9150.
9. Wessolowski A, Bienert M, Dathe M. Antimicrobial activity of arginine- and tryptophan-rich hexapeptides: the effects of aromatic clusters, D-amino acid substitution and cyclization. J. Pept. Res. 2004: 64: 159-169.
10. Appelt C, Schrey AK, Söderhäll JA, Schmieder P. Design of antimicrobial compounds based on peptide structures. Bioorg. Med. Chem. Lett. 2007; 17: 2334-2337.
11. Piantini U, Sorensen OW, Ernst RR. Multiple quantum filters for elucidating NMR coupling networks. J. Am. Chem. Soc. 1982; 104: 6800-6801.
12. Braunschweiler L, Ernst RR. Coherence tranfer by isotropic mixing: Application to proton correlation spectroscopy. J. Magn. Reson. 1983; 53: 521-523.
13. Jeener J, Meier BH, Bachmann P, Ernst RR. Investigation of exchange processes by two-dimensional NMR spectroscopy. J. Chem. Phys. 1979; 71: 4546-4553.
14. Piotto M, Saudek V, Sklenar V. Gradient-tailored excitation for single-quantum NMR spectroscopy of aqueous solutions. J. Biomol. NMR 1992; 2: 661-665.
15. Goddard TD, Kneller DG. SPARKY 3, University of California, San Francisco.
16. Wagner G. NMR investigations of protein structure. Prog. Nucl. Magn. Reson. Spectrosc. 1990; 22: 101-139.
17. Case DA, Pearlman DA, Caldwell JW, Cheatham TE III, Wang J, Ross WS, Simmerling C, Darden T, Merz KM, Stanton RV, Cheng A, Vincent JJ, Crowley M, Tsui V, Gohlke H, Radmer R, Duan Y, Pitera J, Massova I, Seibel GL, Singh UC, Weiner P, Kollman PA. AMBER 6.0, University of California, San Francisco, 1999.
18. Koradi R, Billeter M, Wüthrich K. J. Mol. Graphics 1996; 14: 51-55.