535
Views
31
CrossRef citations to date
0
Altmetric
Original

Bacterial species selective toxicity of two isomeric α/β-peptides: Role of membrane lipids

, , , , , & show all
Pages 457-469 | Received 04 Jul 2005, Published online: 09 Jul 2009

References

  • Ames BN. Assay of inorganic phosphate, total phosphate and phosphatases. Meth Enzymol 1966; 8: 115–118
  • Angelova A, Ionov R, Koch MH, Rapp G. Interaction of the peptide antibiotic alamethicin with bilayer- and non-bilayer-forming lipids: Influence of increasing alamethicin concentration on the lipids supramolecular structures. Arch Biochem Biophys 2000; 378: 93–106
  • Arvidsson PI, Frackenpohl J, Ryder NS, Liechty B, Petersen F, Zimmermann H, Camenisch GP, Woessner R, Seebach D. On the antimicrobial and hemolytic activities of amphiphilic beta-peptides. Chembiochem 2001; 2: 771–773
  • Boman HG. Antibacterial peptides: Basic facts and emerging concepts. J Intern Med 2003; 254: 197–215
  • Burdett ID. Electron microscope study of the rod-to-coccus shape change in a temperature-sensitive rod- mutant of Bacillus subtilis. J Bacteriol 1979; 137: 1395–1405
  • Chapple DS, Hussain R, Joannou CL, Hancock RE, Odell E, Evans RW, Siligardi G. Structure and association of human lactoferrin peptides with Escherichia coli lipopolysaccharide. Antimicrob Agents Chemother 2004; 48: 2190–2198
  • Clejan S, Krulwich TA, Mondrus KR, Seto-Young D. Membrane lipid composition of obligately and facultatively alkalophilic strains of Bacillus spp. J Bacteriol 1986; 168: 334–340
  • Colotto A, Epand RM. Structural study of the relationship between the rate of membrane fusion and the ability of the fusion peptide of influenza virus to perturb bilayers. Biochemistry 1997; 36: 7644–7651
  • Colotto A, Lohner K, Laggner P. Small-angle X-ray-diffraction studies on the effects of melittin on lipid bilayer assemblies. J Appl Crystallography 1991; 24: 847–851
  • Ellens H, Bentz J, Szoka FC. H+- and Ca2 + -induced fusion and destabilization of liposomes. Biochemistry 1985; 24: 3099–3106
  • Epand RM, Vogel HJ. Diversity of antimicrobial peptides and their mechanisms of action. Biochim Biophys Acta 1999; 1462: 11–28
  • Fidai S, Farmer SW, Hancock RE. Interaction of cationic peptides with bacterial membranes. Meth Mol Biol 1997; 78: 187–204
  • Gustafsson J, Nylander T, Almgren M, Ljusberg-Wahren H. Phase behavior and aggregate structure in aqueous mixtures of sodium cholate and glycerol monooleate. J Colloid Interface Sci 1999; 211: 326–335
  • Hallock KJ, Lee DK, Omnaas J, Mosberg HI, Ramamoorthy A. Membrane composition determines pardaxin's mechanism of lipid bilayer disruption. Biophys J 2002; 83: 1004–1013
  • Hamuro Y, Schneider JP, DeGrado WF. De novo design of antibacterial beta-peptides. J Am Chem Soc 1999; 121: 12200–12201
  • Keller SL, Gruner SM, Gawrisch K. Small concentrations of alamethicin induce a cubic phase in bulk phosphatidylethanolamine mixtures. Biochim Biophys Acta 1996; 1278: 241–246
  • Kol MA, van Laak AN, Rijkers DT, Killian JA, de Kroon AI, de Kruijff B. Phospholipid flop induced by transmembrane peptides in model membranes is modulated by lipid composition. Biochemistry 2003; 42: 231–237
  • Leuschner C, Hansel W. Membrane disrupting lytic peptides for cancer treatments. Curr Pharm Des 2004; 10: 2299–2310
  • Liu D, DeGrado WF. De Novo design, synthesis and characterization of antimicrobial-peptides. J Am Chem Soc 2001; 123: 7553–7559
  • Liu DH, Choi S, Chen B, Doerksen RJ, Clements DJ, Winkler JD, Klein ML, DeGrado WF. Nontoxic membrane-active antimicrobial arylamide oligomers. Angewandte Chemie – Int Ed 2004; 43: 1158–1162
  • Maldonado A, Urbach W, Ober R, Langevin D. Swelling behavior and local topology of an L(3) (sponge) phase. Phys Rev 1996; 54: 1774–1778
  • Mateu L, Luzzati V, London Y, Gould RM, Vosseberg FG. X-ray diffraction and electron microscope study of the interactions of myelin components. The structure of a lamellar phase with a 150 to 180 A repeat distance containing basic proteins and acidic lipids. J Mol Biol 1973; 75: 697–709
  • Matsuzaki K. Magainins as paradigm for the mode of action of pore forming polypeptides. Biochim Biophys Acta 1998; 1376: 391–400
  • Moore RA, Bates NC, Hancock RE. Interaction of polycationic antibiotics with Pseudomonas aeruginosa lipopolysaccharide and lipid A studied by using dansyl-polymyxin. Antimicrob Agents Chemother 1986; 29: 496–500
  • Noordam PC, van Echteld CJ, de Kruijff B, Verkleij AJ, de Gier J. Barrier characteristics of membrane model systems containing unsaturated phosphatidylethanolamines. Chem Phys Lipids 1980; 27: 221–232
  • Oren Z, Lerman JC, Gudmundsson GH, Agerberth B, Shai Y. Structure and organization of the human antimicrobial peptide LL-37 in phospholipid membranes: Relevance to the molecular basis for its non-cell-selective activity. Biochem J. 1999; 341(3)501–513
  • Oren Z, Shai Y. Selective lysis of bacteria but not mammalian cells by diastereomers of melittin: Structure-function study. Biochemistry 1997; 36: 1826–1835
  • Papo N, Shai Y. Can we predict biological activity of antimicrobial peptides from their interactions with model phospholipid membranes?. Peptides 2003; 24: 1693–1703
  • Patch JA, Barron AE. Helical peptoid mimics of magainin-2 amide. J Am Chem Soc 2003; 125: 12092–12093
  • Porter EA, Wang X, Lee HS, Weisblum B, Gellman SH. Non-haemolytic beta-amino-acid oligomers. Nature 2000; 404: 565
  • Porter EA, Weisblum B, Gellman SH. Mimicry of host-defense peptides by unnatural oligomers: Antimicrobial beta-peptides. J Am Chem Soc 2002; 124: 7324–7330
  • Powers JP, Hancock RE. The relationship between peptide structure and antibacterial activity. Peptides 2003; 24: 1681–1691
  • Raguse TL, Porter EA, Weisblum B, Gellman SH. Structure-activity studies of 14-helical antimicrobial beta-peptides: Probing the relationship between conformational stability and antimicrobial potency. J Am Chem Soc 2002; 124: 12774–12785
  • Schmitt MA, Weisblum B, Gellman SH. Unexpected relationships between structure and function in alpha,beta-peptides: Antimicrobial foldamers with heterogeneous backbones. J Am Chem Soc 2004; 126: 6848–6849
  • Sen A, Hui SW, Mosgroberanthony M, Holm BA, Egan EA. Localization of lipid exchange sites between bulk lung surfactants and surface monolayer – freeze-fracture study. J Colloid Interface Sci 1988; 126: 355–360
  • Shai Y, Oren Z. Diastereoisomers of cytolysins, a novel class of potent antibacterial peptides. J Biol Chem 1996; 271: 7305–7308
  • Siegel DP, Epand RM. Effect of influenza hemagglutinin fusion peptide on lamellar/inverted phase transitions in dipalmitoleoylphosphatidylethanolamine: implications for membrane fusion mechanisms. Biochim Biophys Acta 2000; 1468: 87–98
  • Staudegger E, Prenner EJ, Kriechbaum M, Degovics G, Lewis RN, McElhaney RN, Lohner K. X-ray studies on the interaction of the antimicrobial peptide gramicidin S with microbial lipid extracts: Evidence for cubic phase formation. Biochim Biophys Acta 2000; 1468: 213–230
  • Steiner H, Hultmark D, Engstrom A, Bennich H, Boman HG. Sequence and specificity of two antibacterial proteins involved in insect immunity. Nature 1981; 292: 246–248
  • Tossi A, Sandri L, Giangaspero A. Amphipathic, alpha-helical antimicrobial peptides. Biopolymers 2000; 55: 4–30
  • Wiese A, Gutsmann T, Seydel U. Towards antibacterial strategies: Studies on the mechanisms of interaction between antibacterial peptides and model membranes. J Endotoxin Res 2003; 9: 67–84
  • Zasloff M. Magainins, a class of antimicrobial peptides from Xenopus skin: isolation, characterization of two active forms, and partial cDNA sequence of a precursor. Proc Natl Acad Sci USA 1987; 84: 5449–5453

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.