Fungicidal effect of pleurocidin by membrane-active mechanism and design of enantiomeric analogue for proteolytic resistance

Biochimica et Biophysica Acta - Biomembranes

Volumn 1768, Issue 6, 2007, Pages 1400-1405

  Jung, Hyun Jun ^a   Park, Yoonkyung ^b,c   Sung, Woo Sang ^a   Suh, Bo Kyoung ^a   Lee, Juneyoung ^a   Hahm, Kyung Soo ^b,c   Lee, Dong Gun ^a  

^a Kyungpook National University   (South Korea)

^b Research Center for Proteinous Materials (RCPM)   (South Korea)

^c Chosun University   (South Korea)

Author keywords

Antimicrobial peptide; Fungicidal activity; Membrane disrupting activity; Pleurocidin; Protease resistance

Indexed keywords

AMINO ACID; DEXTRO AMINO ACID; PEPTIDE; PLEUROCIDIN; UNCLASSIFIED DRUG;

ANISOTROPY; ARTICLE; CANDIDA ALBICANS; CELL INTERACTION; CELL MEMBRANE; CELLULAR DISTRIBUTION; CONTROLLED STUDY; DRUG MECHANISM; DRUG SCREENING; ENANTIOMER; FUNGAL STRAIN; FUNGICIDAL ACTIVITY; HEMOLYSIS; HUMAN; HUMAN CELL; MEMBRANE DAMAGE; MYCOSIS; NONHUMAN; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTOPLAST;

ANTIFUNGAL AGENTS; ANTIMICROBIAL CATIONIC PEPTIDES; CANDIDA ALBICANS; CELL MEMBRANE; CELL WALL; FISH PROTEINS; MICROSCOPY, FLUORESCENCE; PROTOPLASTS;

CANDIDA ALBICANS; FUNGI; PSEUDOPLEURONECTES AMERICANUS;

EID: 34248993592     PISSN: 00052736     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbamem.2007.02.024     Document Type: Article

References (49)

1. Zasloff M. Antimicrobial peptides of multicellular organisms. Nature 415 (2002) 389-395
2. Diz M.S.S., Carvalho A.O., Rodrigues R., Neves-Ferreira A.G.C., Cunha M.D., Alves E.W., Okorokova-Facanha A.L., Oliveira M.A., Perales J., Machado O.L.T., and Gomes V.M. Antimicrobial peptides from chili pepper seeds causes yeast plasma membrane permeabilization and inhibits the acidification of the medium by yeast cells. Biochim. Biophys. Acta 1760 (2006) 1323-1332
3. Boulanger N., Bulet P., and Lowenberger C. Antimicrobial peptides in the interactions between insects and flagellate parasites. Trends Parasitol. 22 (2006) 262-268
4. Travis S.M., Anderson N.N., Forsyth W.R., Espiritu C., Conway B.D., Greenberg E.P., McCray Jr. P.B., Lehrer R.I., Welsh M.J., and Tack B.F. Bactericidal activity of mammalian cathelicidin-derived peptides. Infect. Immun. 68 (2000) 2748-2755
5. Epand R.M., and Vogel H.J. Diversity of antimicrobial peptides and their mechanisms of action. Biochim. Biophys. Acta 1462 (1999) 11-28
6. Andrushchenko V.V., Vogel H.J., and Prenner E.J. Solvent-dependent structure of two tryptophan-rich antimicrobial peptides and their analogs studied by FTIR and CD spectroscopy. Biochim. Biophys. Acta 1758 (2006) 1596-1608
7. Yang D., Chertov O., and Oppenheim J.J. The role of mammalian antimicrobial peptides and proteins in awakening of innate host defenses and adaptive immunity. Cell. Mol. Life Sci. 58 (2001) 978-989
8. Boman H.G. Peptide antibiotics: holy or heretic grails of innate immunity?. Scannd. J. Immunol. 43 (1996) 475-482
9. Blondelle S.E., and Lohner K. Combinatorial libraries: a tool to design antimicrobial and antifungal peptide analogues having lytic specificities for structure-activity relationship studies. Biopolymers 55 (2000), 74-87
10. Bechinger B., and Lohner K. Detergent-like actions of linear amphipathic cationic antimicrobial peptides. Biochim. Biophys. Acta 1758 (2006) 1529-1539
11. Shai Y., Fox J., Caratsch C., Shih Y.L., Edwards C., and Lazarovici P. Sequencing and synthesis of pardaxin, a polypeptide from the red moses sole with ionophore activity. FEBS Lett. 242 (1988) 161-166
12. Fuchs P.C., Barry A.L., and Brown S.D. In vitro antimicrobial activity of MSI-78, a magainin analog. Antimicrob. Agents Chemother. 42 (1998) 1213-1216
13. 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
14. Falla T.J., Karunaratne D.N., and Hancock R.E.W. Mode of action of the antimicrobial peptide indolicidin. J. Biol. Chem. 271 (1996) 19298-19303
15. Hancock R.E.W., Falla T., and Brown H.M. Cationic bactericidal peptides. Adv. Microbial. Physiol. 37 (1995) 135-175
16. Cole A.M., Weis P., and Diamond G. Isolation and characterization of pleurocidin, an antimicrobial peptide in the skin secretions of winter flounder. J. Biol. Chem. 272 (1997) 12008-12013
17. Mor A., Nguyen V.H., Delfour A., Migliore-Samour D., and Nicolas P. Isolation, amino acid sequence and synthesis of dermaseptin, a novel antimicrobial peptide of amphibian skin. Biochemistry 30 (1991) 8824-8830
18. Marchini D., Giordano A.G., Amons R., Bernini L.F., and Dallai R. Purification and primary structure of ceratotoxin A and B, two antibacterial peptides from the female reproductive accessory glands of the medfly Ceratitis capitata (insecta:Diptera). Insect. Biochem. Mol. Biol. 23 (1993) 591-598
19. Yoshida K., Mukai Y., Niidome T., Takashi C., Tokunaga Y., Hatakeyama T., and Aoyagi H. Interaction of pleurocidin and its analogs with phospholipids membrane and their antibacterial activity. J. Peptide Res. 57 (2001) 119-126
20. Saint N., Cadiou H., Bessin Y., and Molle G. Antibacterial peptide pleurocidin forms ion channels in planar lipid bilayers. Biochim. Biophys. Acta 1564 (2002) 359-364
21. Cole A.M., Darouiche R.O., Legarda D., Connell N., and Diamond G. Characterization of a fish antimicrobial peptide: gene expression, subcellular localization, and spectrum of activity. Antimicrob. Agents Chemother. 44 (2000) 2039-2045
22. Douglas S.E., Patrzykat A., Pytyck J., and Gallant J.W. Identification, structure and differential expression of novel pleurocidins clustered on the genome of the winter flounder, Pseudopleuronectes americanus (Walbaum). Eur. J. Biochem. 270 (2003) 3720-3730
23. Hong S.Y., Oh J.E., and Lee K.-H. Effect of d-amino acid substitution on the stability, the secondary structure, and the activity of membrane-active peptide. Biochem. Pharmacol. 58 (1999) 1775-1780
24. Merrifield R.B. Solid phase synthesis. Science 232 (1986) 341-347
25. Jungblut P., and Thiede B. Protein identification from 2-DE gels by MALDI mass spectrometry. Mass Spectrom. Rev. 16 (1997) 145-162
26. Lee D.G., Park Y., Nam H.N., Kim H.K., Kim P.I., Choi B.H., and Hahm K.S. Antifungal mechanism of an antimicrobial peptide, HP(2-20), derived from N-terminus of Helicobacter pylori ribosomal protein L1 against Candida albicans. Biochem. Biophy. Res. Commun. 291 (2002) 1006-1013
27. Jahn B., Martin E., stueben A., and Bhakdi S. Susceptibility testing of Candida albicans and Aspergillus species by a simple microtiter menadione-augmented 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide assay. J. Clin. Microbiol. 33 (1995) 661-667
28. Blondelle S.E., and Houghten R.A. Design of model amphipathic peptides having potent antimicrobial activities. Biochemistry 31 (1992) 12688-12694
29. Lee D.G., Park Y., Kim P.I., Jeong H.G., Woo E.R., and Hahm K.S. Influence on the plasma membrane of Candida albicans by HP (2-9)-magainin 2 (1-12) hybrid peptide. Biochem. Biophys. Res. Commun. 297 (2002) 885-889
30. Gazit E., Lee W.J., Brae P.T., and Shai Y. Mode of action of the antibacterial cecropin B2: a spectrofluorometric study. Biochemistry 33 (1994) 12416-12423
31. Dempsey C.E. The actions of melittin on membranes. Biochim. Biophys. Acta 1031 (1990) 143-161
32. Matsuzaki K., Yoneyama S., and Miyajima K. Pore formation and translocation of melittin. Biophys. J. 73 (1997) 831-838
33. Blondelle S.E., and Houghten R.A. Hemolytic and antimicrobial activities of the twenty-four individual omission analogues of melittin. Biochemistry 30 (1991) 4671-4678
34. Helmerhorst E.J., Reijnders I.M., Hof W., Veerman E.C.I., and Amerongen A.V.N. A critical comparison of the hemolytic and fungicidal activities of cationic antimicrobial peptides. FEBS Lett. 449 (1999) 105-110
35. Yount N.Y., and Yeamen M.R. Immunocontinuum: perspectives in antimicrobial peptide mechanisms of action and resistance. Protein Pept. Lett. 12 (2005) 49-67
36. Subbalakshmi C., and Sitaram N. Mechanism of antimicrobial action of indolicidin. FEMS Microbiol. Lett. 160 (1998) 91-96
37. Ramamoorthy A., Thennarasu S., Tan A., Gottipati K., Sreekumar S., Heyl D.L., An F.T.P., and Shelburne C.E. Deletion of all cysteines in tachyplesin I abolishes hemolytic activity and retains antimicrobial activity and lipopolysaccharide selective binding. Biochemistry 45 (2006) 6529-6540
38. Ramamoorthy A., Thennarasu S., Tan A., Lee D., Clayberger C., and Krensky A.M. Cell selectivity correlates with membrane-specific interactions: a case study on the antimicrobial peptide G15 derived from granulsin. Biochim. Biophys. Acta 1758 (2006) 154-163
39. Porcelli F., Buck-Koehntop B.A., Thennarasu S., Ramamoorthy A., and Veglia G. Structures of the dimeric and monomeric variants of magainin antimicrobial peptides (MSI-78 and MSI-594) in micelles and bilayers, determined by NMR spectroscopy. Biochemistry 45 (2006) 5793-5799
40. Thennarasu S., Lee D., Poon A., Kawulka K.E., Vederas J.C., and Ramamoorthy A. Membrane permeabilization, orientation, and antimicrobial mechanism of subtilosin A. Chem. Phys. Lipids 137 (2005) 38-51
41. Wieprecht T., Dathe M., Epand R.M., Beyerman M., Krause E., Maloy W.L., MacDonald D.L., and Bient M. Influence of the angle subtended by the positive charged helix face on the membrane activity of amphipathic, antibacterial peptides. Biochemistry 36 (1997) 12869-12880
42. Yang J.Y., Shin S.Y., Lim S.S., Hahm K.S., and Kim Y. Structure and bacterial cell selectivity of a fish-derived antimicrobial peptide, pleurocidin. J. Microbiol. Biotechnol. 16 (2006) 880-888
43. Vincent M., England L.S., and Trevors J.T. Cytoplasmic membrane polarization in Gram-positive and Gram-negative bacteria grown in the absence and presence of tetracycline. Biochim. Biophys. Acta 1672 (2004) 131-134
44. Barrow D.A., and Lentz B.R. Membrane structural domains; resolution limits using diphenylhexatriene fluorescence decay. Biophys. J. 48 (1985) 221-234
45. Repáková J., Ćapková P., Holopainen J.M., and Vattulainen I. Distribution, orientation, and dynamics of DPH probes in DPPC bilayer. J. Phys. Chem., B 108 (2004) 13438-13448
46. Bustamante C.I. Treatment of Candida infection: a view from the trenches!. Curr. Opin. Infect. Dis. 18 (2005) 490-495
47. Elewski B. Does Pityrosporum ovale have a role in psoriasis?. Arch. Dermatol. 126 (1990) 1111-1112
48. Chen Y., Vasil A.I., Rehaume L., Mant C.T., Burns J.L., Vasil M.L., Hancock R.E.W., and Hodges R.S. Comparison of biophysical and biologic properties of α-helical enantiomeric antimicrobial peptides. Chem. Biol. Drug Des. 67 (2006) 162-173
49. Jia X., Patrzykat A., Devlin R.H., Ackerman P.A., Iwama G.K., and Hancock R.E.W. Antimicrobial peptides protect Coho salmon from Vibrio anguillarum infections. Appl. Environ. Microbiol. 66 (2000) 1928-1932