Tryptophan end-tagging of antimicrobial peptides for increased potency against Pseudomonas aeruginosa

Biochimica et Biophysica Acta - General Subjects

Volumn 1790, Issue 8, 2009, Pages 800-808

  Pasupuleti, Mukesh ^a   Chalupka, Anna ^a   Mörgelin, Matthias ^a   Schmidtchen, Artur ^a   Malmsten, Martin ^b  

^a LUND UNIVERSITY   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

Author keywords

Antimicrobial peptide; Hydrophobic tagging; Kininogen; Minimal inhibitory concentration assay; P. aeruginosa; Peptide; Potency enhancement

Indexed keywords

AMINO ACID; CATHELICIDIN ANTIMICROBIAL PEPTIDE LL 37; ELASTASE; ELECTROLYTE; GLYCYLLYSYLHISTIDYLLYSYLASPARAGINYLLYSYLGLUTAMINYLLYSYLLYSYLASPARAGINYLGLYCYLLYSYLHISTIDYLASPARAGINYLGLYCYLTRYPTOPHANYLLYSINE; KININOGEN; LIPOPOLYSACCHARIDE; LYSYLASPARAGINYLLYSYLGLYCYLLYSYLLYSYLGLYCYLLYSYLHISTIDINE; OMIGANAN; POLYPEPTIDE ANTIBIOTIC AGENT; PROTEINASE; TRYPTOPHAN; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; BACTERIAL CELL WALL; BACTERIAL COUNT; BACTERICIDAL ACTIVITY; CELL DAMAGE; CELL DISRUPTION; CELL VACUOLE; CONTACT LENS; CONTROLLED STUDY; DRUG POTENCY; ENZYME SYNTHESIS; EX VIVO STUDY; HEMOLYSIS; HYDROPHOBICITY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PRIORITY JOURNAL; PROTEIN MODIFICATION; PSEUDOMONAS AERUGINOSA; TOXICITY TESTING; WOUND;

AMINO ACID SEQUENCE; ANIMALS; ANTI-BACTERIAL AGENTS; ANTIMICROBIAL CATIONIC PEPTIDES; LIPID BILAYERS; LIPOPOLYSACCHARIDES; MICROBIAL SENSITIVITY TESTS; MODELS, BIOLOGICAL; MOLECULAR SEQUENCE DATA; PERMEABILITY; PROTEIN PROCESSING, POST-TRANSLATIONAL; PSEUDOMONAS AERUGINOSA; SUS SCROFA; TRYPTOPHAN;

BACTERIA (MICROORGANISMS); PSEUDOMONAS AERUGINOSA;

EID: 67649361736     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbagen.2009.03.029     Document Type: Article

References (49)

1. Zasloff M. Antimicrobial peptides of multicellular organisms. Nature 415 (2002) 389-395
2. Marr A.K., Gooderham W.J., and Hancock R.E.W. Antibacterial peptides for therapeutic use: obstacles and realistic outlook. Curr. Opin. Pharmacol. 6 (2006) 1-5
3. Nizet V. Antimicrobial peptide resistance mechanisms of human bacterial pathogens. Curr. Issues Mol. Biol. 8 (2006) 11-26
4. Brogden K.A. Antimicrobial peptides: pore formers or metabolic inhibitors in bacteria?. Nature Microbiol. 3 (2005) 238-250
5. Hancock R.E., and Sahl H.G. Antimicrobial and host-defense peptides as new anti-infective therapeutic strategies. Nat. Biotechnol. 24 (2006) 1551-1557
6. Zelezetsky I., and Tossi A. Alpha-helical antimicrobial peptides - using a sequence template to guide structure-activity relationship studies. Biochim. Biophys. Acta 1758 (2006) 1436-1439
7. Chen Y., Mant C.T., Farmer S.W., Hancock R.E., Vasil M.L., and Hodges R.S. Rational design of alpha-helical antimicrobial peptides with enhanced activities and specificity/therapeutic index. J. Biol. Chem. 280 (2005) 12316-12329
8. Jenssen H., Lejon T., Hilpert K., Fjell C.D., Cherkasov A., and Hancock R.E. Evaluating different descriptors for model design of antimicrobial peptides with enhanced activity toward P. aeruginosa. Chem. Biol. Drug Des. 70 (2007) 134-142
9. Pasupuleti M., Walse B., Svensson B., Malmsten M., and Schmidtchen A. Rational design of antimicrobial C3a-analogs with enhanced effects against staphylococci using an integrated structure and function-based approach. Biochemistry 47 (2008) 9057-9070
10. Nordahl E.A., Rydengard V., Nyberg P., Nitsche D.P., Morgelin M., Malmsten M., Björck L., and Schmidtchen A. Activation of the complement system generates antibacterial peptides. Proc. Natl. Acad. Sci. U. S. A. 101 (2004) 16879-16884
11. Pasupuleti M., Walse B., Andersson Nordahl E., Mörgelin M., Malmsten M., and Schmidtchen A. Preservation of antimicrobial properties of complement peptide C3a, from invertebrates to humans. J. Biol. Chem. 282 (2007) 2520-2528
12. Andersson Nordahl E., Rydengård V., Mörgelin M., and Schmidtchen A. Domain 5 of high molecular weight kininogen is antibacterial. J. Biol. Chem. 41 (2005) 34832-34839
13. Malmsten M., Davoudi M., Walse B., Rydengård V., Pasupuleti M., Mörgelin M., and Schmidtchen A. Antimicrobial peptides derived from growth factors. Growth Factors 25 (2007) 60-70
14. Malmsten M., Davoudi M., and Schmidtchen A. Bacterial killing by heparin-binding peptides from PRELP and thrombospondin. Matrix Biol. 25 (2006) 294-300
15. Nizet V. Antimicrobial peptide resistance mechanisms of human bacterial pathogens. Curr. Issues Mol. Biol. 8 (2006) 11-26
16. Tossi A., Sandri L., and Giangaspero A. Amphipatic, α-helical antimicrobial peptides. Biopolymers 55 (2000) 4-30
17. Jerala R. Synthetic lipopeptides: a novel class of antiinfectives. Expert Opin. Investig. Drugs 16 (2007) 1159-1169
18. Makovitzki A., and Shai Y. pH-dependent antifungal lipopeptides and their plausible mode of action. Biochemistry 44 (2005) 9775-9784
19. Avrahami D., and Shai Y. A new group of antifungal and antibacterial lipopeptides derived from non-membrane active peptides conjugated to palmitic acid. J. Biol. Chem. 279 (2004) 12277-12285
20. A. Schmidtchen, M. Pasupuleti, M. Mörgelin, M. Davoudi, J. Alenfall, A. Chalupka, M. Malmsten, Boosting antimicrobial peptides by hydrophobic amino acid end-tags, J. Biol. Chem. (submitted for publication).
21. M. Pasupuleti, A. Schmidtchen, A. Chalupka, L. Ringstad, M. Malmsten, (in press) End-tagging of ultra-short antimicrobial peptides by W/F stretches to facilitate bacterial killing, PLoS One.
22. Reijmar K., Schmidtchen A., and Malmsten M. Bactericidal and hemolytic properties of mixed LL-37/surfactant systems. J. Drug Del. Sci. Technol. 17 (2007) 293-297
23. Schmidtchen A., Frick M., Andersson E., Tapper H., and Björck L. Proteinases of common pathogenic bacteria degrade and inactivate the antibacterial peptide LL-37. Mol. Microbiol. 46 (2002) 157-168
24. Strömstedt A., Pasupuleti M., Schmidtchen A., and Malmsten M. Strategies for improving proteolytic resistance - variants of EFK17, an internal segment of LL-37. Antimicrob. Agents Chemother. 53 (2009) 593-602
25. Lyczak J.B., Cannon C.L., and Pier G.B. Establishment of Pseudomonas aeruginosa infection: lessons from a versatile opportunist. Microb. Infect. 2 (2000) 1051-1060
26. Silvestre J.F., and Betlloch M.I. Cutaneous manifestations due to Pseudomonas infection. Int. J. Dermatol. 38 (1999) 419-431
27. Hazlett L.D. Corneal response to Pseudomonas aeruginosa infection. Progr. Ret. Eye Res. 1 (2003) 1-30
28. Lehrer R.I., Rosenman M., Harwig S.S., Jackson R., and Eisenhauer P. Ultrasensitive assays for endogenous antimicrobial polypeptides. J. Immunol. Methods 137 (1991) 167-173
29. Andersson E., Rydengard V., Sonesson A., Mörgelin M., Björck L., and Schmidtchen A. Antimicrobial activities of heparin-binding peptides. Eur. J. Biochem. 271 (2004) 1219-1226
30. Wiegand I., Hilpert K., and Hancock R.E. Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances. Nature Protocols 3 (2008) 163-175
31. Uletvitch R.J. The preparation and characterization of a radioiodinated bacterial lipopolysaccharide. Immunochemistry 15 (1978) 157-164
32. Cheng F., Yoshida K., Heinegård D., and Fransson L.A. A new method for sequence analysis of glycosaminoglycans from heavily substituted proteoglycans reveals non-random positioning of 4- and 6-O-sulphated N-acetylgalactosamine in aggrecan-derived chondroitin sulphate. Glycobiology 2 (1992) 553-561
33. McDonell G., Haines K., Klein D., Rippon M., Walmsley R., and Pretzer D. Clinical correlation of a skin antisepsis model. J. Microbiol. Methods 35 (1999) 31-35
34. Turner J., Cho Y., Dinh N.N., Waring A.J., and Lehrer R.I. Activities of LL-37, a cathelicidin-associated antimicrobial peptide of human neutrophils. Antimicrob. Agents Chemother. 42 (1998) 2206-2214
35. Ulrich H.N., Sudheendra U.S., and Ramamoorthy A. LL-37, the only human member of the cathelicidin family of antimicrobial peptides. Biochim. Biophys. Acta 1758 (2006) 1408-1425
36. Overhage J., Campisano A., Bains M., Torfs E.C.W., Rehm B.H.A., and Hancock R.E.W. Human host defense peptide LL-37 prevents bacterial biofilm formation. Infec. Immun. 76 (2008) 4176-4182
37. Sutherland W. Biofilm exopolysaccharides: a strong and sticky framework. Microbiology 147 (2001) 3-9
38. Hentzer M., Teitzel G.M., Balzer G.J., Heydorn A., Molin S., Givskov M., and Parsek M.R. Alginate overproduction affects Pseudomonas aeruginosa biofilm structure and function. J. Bacteriol. 183 (2001) 5395-5401
39. Sauer K., Camper A.K., Ehrlich G.D., Costerton J.W., and Davies D.G. Pseudomonas aeruginosa displays multiple phenotypes during development as a biofilm. J. Bacteriol. 184 (2002) 1140-1154
40. Porcelli F., Verardi R., Shi L., Henzler-Wildman K.A., Ramamoorthy A., and Veglia G. NMR structure of the cathelicidin-derived human antimicrobial peptide LL-37 in dodecylphosphocholine micelles. Biochemistry 47 (2008) 5565-5572
41. Ramamoorthy A., Lee D.K., Santos J.S., and Henzler-Wildman K.A. Nitrogen-14 solid state NMR spectroscopy of aligned phospholipid bilayers to probe peptide-lipid interaction and oligomerization of membrane-associated peptides. J. Am. Chem. Soc. 130 (2008) 11023-11029
42. Ringstad L., Kacprzyk L., Schmidtchen A., and Malmsten M. Effects of topology, length, and charge on the activity of a kininogen-derived peptide on lipid membranes and bacteria. Biochim. Biophys. Acta 1768 (2007) 715-727
43. Ringstad L., Schmidtchen A., and Malmsten M. Effect of peptide length on the interaction between consensus peptides and DOPC/DOPA bilayers. Langmuir 22 (2006) 5042-5050
44. Malmsten M., Burns N., and Veide A. Electrostatic and hydrophobic effects of oligopeptide insertions on protein adsorption. J. Colloid Interface Sci. 204 (1998) 104-111
45. Chan D.I., Prenner E.J., and Vogel H.J. Tryptophan- and arginine-rich antimicrobial peptides: structures and mechanisms of action. Biochim. Biophys. Acta 1758 (2006) 1184-1202
46. Li X., Li Y., Peterkofsky A., and Wang G. NMR studies of aurein 1.2 analogs. Biochim. Biophys. Acta 1758 (2006) 1203-1214
47. Glukhov E., Stark M., Burrows L.L., and Deber C.M. Basis for selectivity of cationic antimicrobial peptides for bacterial versus mammalian membranes. J. Biol. Chem. 280 (2005) 33960-33967
48. Deslouches B., Phadke S.M., Lazarevic V., Cascio M., Islam K., Montelaro R.C., and Mietzner T.A. De novo generation of cationic antimicrobial peptides: influence of length and tryptophan substitution on antimicrobial activity. Antimicrob. Agents Chemother. 49 (2005) 316-322
49. Thennarasu S., Lee D.K., Tan A., Kari U.P., and Ramamoorthy A. Antimicrobial activity and membrane selective interactions of a synthetic lipopeptide MSI-843. Biochim. Biophys. Acta 1711 (2005) 49-58