Structure-Activity relationship of the antimicrobial peptide gomesin: The role of peptide hydrophobicity in its interaction with model membranes

Langmuir

Volumn 30, Issue 12, 2014, Pages 3513-3521

  Mattei, Bruno ^a   Miranda, Antonio ^a   Perez, Katia R ^a   Riske, Karin A ^a  

^a FEDERAL UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; HYDROPHOBICITY; MEMBRANES; POLYPEPTIDES; STRUCTURES (BUILT OBJECTS);

ANTIMICROBIAL PEPTIDE; INNATE IMMUNE SYSTEMS; ISOTHERMAL TITRATION CALORIMETRY; LARGE UNILAMELLAR VESICLES; LIGHT SCATTERING MEASUREMENT; PHOSPHATIDYLGLYCEROLS; STRUCTURE ACTIVITY RELATIONSHIPS; THERMODYNAMIC PARAMETER;

PEPTIDES;

1-PALMITOYL-2-OLEOYLGLYCERO-3-PHOSPHOGLYCEROL; 1-PALMITOYL-2-OLEOYLPHOSPHATIDYLCHOLINE; ANTIMICROBIAL CATIONIC PEPTIDE; GOMESIN; PHOSPHATIDYLCHOLINE; PHOSPHATIDYLGLYCEROL;

ANIMAL; CALORIMETRY; CHEMICAL PHENOMENA; CHEMICAL STRUCTURE; CHEMISTRY; SPIDER; STATIC ELECTRICITY; STRUCTURE ACTIVITY RELATION; SURFACE PROPERTY; SYNTHESIS; THERMODYNAMICS;

ANIMALS; ANTIMICROBIAL CATIONIC PEPTIDES; CALORIMETRY; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; MODELS, MOLECULAR; PHOSPHATIDYLCHOLINES; PHOSPHATIDYLGLYCEROLS; SPIDERS; STATIC ELECTRICITY; STRUCTURE-ACTIVITY RELATIONSHIP; SURFACE PROPERTIES; THERMODYNAMICS;

EID: 84897507006     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la500146j     Document Type: Article

References (34)

1. Zasloff, M. Antimicrobial peptides of multicellular organisms Nature 2002, 415, 389-395
2. Brogden, K. A. Antimicrobial peptides: Pore formers or metabolic inhibitors in bacteria? Nat. Rev. Microbiol. 2005, 3, 238-250
3. Laverty, G.; Gorman, S. P.; Gilmore, B. F. The potential of antimicrobial peptides as biocides Int. J. Mol. Sci. 2011, 12, 6566-6596
4. Wimley, W. C. Describing the mechanism of antimicrobial peptide action with the interfacial activity model ACS Chem. Biol. 2010, 5, 905-917
5. Silva, P. I.; Daffre, S.; Bulet, P. Isolation and characterization of gomesin, an 18-residue cysteine-rich defense peptide from the spider Acanthoscurria gomesiana hemocytes with sequence similarities to horseshoe crab antimicrobial peptides of the tachyplesin family J. Biol. Chem. 2000, 275, 33464-33470
6. Mandard, N.; Bulet, P.; Caile, A.; Daffre, S.; Vovelle, F. The solution structure of gomesin, an antimicrobial cysteine-rich peptide from the spider Eur. J. Biochem. 2002, 269, 1190-1198
7. Moreira, C. K.; Rodrigues, F. G.; Chosh, A.; Varotti, F. P.; Miranda, A.; Daffre, S.; Jacobs-Lorena, M.; Moreira, L. A. Effect of the antimicrobial peptide Gomesin against different life stages of Plasmodium spp Exp. Parasitol. 2007, 116, 346-353
8. Rodrigues, E. G.; Dobroff, A. S. S.; Cavarsan, C. F.; Paschoalin, T.; Nimrichter, L.; Mortara, R. A.; Santos, E. L.; Fazio, M. A.; Miranda, A.; Daffre, S.; Travassos, L. R. Effective topical treatment of subcutaneous murine B16F10-Nex2 melanoma by the antimicrobial peptide Gomesin Neoplasia 2008, 10, 61-68
9. 2+ overload Mol. Pharmaceutics 2012, 9, 2686-2697
10. Domingues, T. M.; Riske, K. A.; Miranda, A. Revealing the lytic mechanism of the antimicrobial peptide gomesin by observing giant unilamellar vesicles Langmuir 2010, 26, 11077-11084
11. Domingues, T. M.; Mattei, B.; Seelig, J.; Perez, K. R.; Miranda, A.; Riske, K. A. Interaction of the antimicrobial peptide gomesin with model membranes: A calorimetric study Langmuir 2013, 29, 8609-8618
12. Lerch-Bader, M.; Lundin, C.; Kim, H.; Nilsson, I.; von Heijne, G. Contribution of positively charged flanking residues to the insertion of transmembrane helices into the endoplasmic reticulum Proc. Natl. Acad. Sci. U. S. A. 2008, 105, 4127-4132
13. Almeida, P. F.; Pokorny, A. Mechanisms of antimicrobial, cytolytic, and cell-penetrating peptides: From kinetics to thermodynamics Biochemistry 2009, 48, 8083-8093
14. McKeown, A. N.; Naro, J. L.; Huskins, L. J.; Almeida, P. F. A thermodynamic approach to the mechanism of cell-penetrating peptides in model membranes Biochemistry 2011, 50, 654-662
15. Jiang, Z.; Vasil, A. I.; Gera, L.; Vasil, M. L.; Hodges, R. S. Rational design of α-helical antimicrobial peptides to target gram-negative pathogens, Acinetobacter baumannii and Pseudomonas aeruginosa: Utilization of charge, 'specificity determinants,' total hydrophobicity, hydrophobe type and location as design parameters to improve the therapeutic ratio Chem. Biol. Drug Des. 2011, 77, 225-240
16. Ralston, E.; Hjelmeland, L. M.; Klausner, R. D.; Weinstein, J. N.; Blumenthal, R. Carboxyfluorescein as a probe for liposome-cell interactions effect of impurities, and purification of the dye Biochim. Biophys. Acta 1981, 649, 133-137
17. Aitken, A.; Learmonth, M. Protein determination by UV absorption. In The Protein Protocols Handbook; Walker, J. M., Ed.; Humana Press Inc.: Totowa, NJ, 1996; pp 3-6.
18. Wimley, W. C.; White, S. H. Experimentally determinated hidrofobicity scale for proteins at membrane interfaces Nat. Struct. Biol. 1996, 3, 842-848
19. White, S. H.; Wimley, W. C. Membrane protein folding and stability: Physical principles Annu. Rev. Biophys. Biomol. Struct. 1999, 28, 319-65
20. Rouser, G.; Fleisher, S.; Yamamoto, A. Two dimensional thin layer chromatographic separation of polar lipids and determination of phospholipids by phosphorus analysis of spots Lipids 1970, 5, 494-496
21. Wenk, M. R.; Seelig, J. Magainin 2 amide interaction with lipid membranes: Calorimetric detection of peptide binding and pore formation Biochemistry 1998, 37, 3909-3916
22. Wieprecht, T.; Beyermann, M.; Seelig, J. Binding of antibacterial magainin peptides to electrically neutral membranes: Thermodynamics and structure Biochemistry 1999, 38, 10377-10387
23. Seelig, J. Thermodynamics of lipid-peptide interaction Biochim. Biophys. Acta 2004, 1666, 40-50
24. Martins, R. M.; Amino, R.; Perez, K. R.; Cuccovia, I. M.; Juliano, M. A.; Schenkman, S. A short proregion of trialysin, a pore-forming protein of Triatoma infestans salivary glands, controls activity by folding the N-terminal lytic motif FEBS J. 2008, 275, 994-1002
25. Wieprecht, T.; Apostolov, O.; Beyermann, M.; Seelig, J. Membrane binding and pore formation of the antibacterial peptide PGLa: Thermodynamic and mechanistic aspects Biochemistry 2000, 39, 442-452
26. Pokorny, A.; Almeida, P. F. F. Kinetics of dye efflux and lipid flip-flop induced by α-lysin in phosphatidylcholine vesicles and the mechanism of graded release by amphipathic, R-helical peptides Biochemistry 2004, 43, 8846-8857
27. Québatte, G.; Kitas, E.; Seelig, J. riDOM, a cell penetrating peptide. Interaction with phospholipid bilayers Biochim. Biophys. Acta 2014, 1838, 968-977
28. PDB ID: 1kfp. Mandard, N.; Bulet, P.; Caile, A.; Daffre, S.; Vovelle, F. The solution structure of gomesin, an antimicrobial cysteine-rich peptide from the spider Eur. J. Biochem. 2002, 269, 1190-1198
29. Sanner, M. F. Python: A Programming Language for Software Integration and Development J. Mol. Graphics Mod. 1999, 17, 57-61
30. Cabrera, M. P. S.; Alvares, D. S.; Leite, N. B.; Souza, B. M.; Palma, M. S.; Riske, K. A.; Ruggiero Neto, J. New Insight into the Mechanism of Action of Wasp Mastoparan Peptides: Lytic Activity and Clustering Observed with Giant Vesicles Langmuir 2011, 27, 10805-10813
31. Barrow, C. J.; Zagorskit, M. G. Solution structures of β peptide and its constituent fragments: Relation to amyloid deposition Science 1991, 253, 179-182
32. Terzi, E.; Hölzemann, G.; Seelig, J. Alzheimer beta-Amyloid peptide 25-35: Electrostatic interactions with phospholipid membranes Biochemistry 1994, 33, 7434-7441
33. Terzi, E.; Hölzemann, G.; Seelig, J. Self-Association of beta-Amyloid peptide (1-40) in solution and binding to lipid membranes J. Mol. Biol. 1995, 252, 633-642
34. Miranda, A.; Fazio, M. A.; Miranda, M. T. M.; Daffre, S.; Lamas, W. T. Alanine series of the antimicrobial peptide gomesin: A structure-Activity relationship study J. Pept. Sci. 2004, 10, 179-179