Improvement of the efficacy of linear undecapeptides against plant-pathogenic bacteria by incorporation of D-amino acids

Applied and Environmental Microbiology

Volumn 77, Issue 8, 2011, Pages 2667-2675

  Güell, Imma ^a   Cabrefiga, Jordi ^a   Badosa, Esther ^a   Ferre, Rafael ^a   Talleda, Montserrat ^a   Bardají, Eduard ^a   Planas, Marta ^a   Feliu, Lidia ^a   Montesinos, Emilio ^a  

^a UNIVERSITY OF GIRONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIMICROBIAL PEPTIDE; BACTERIAL BLIGHT; D-AMINO ACID; D-ISOMERS; ERWINIA AMYLOVORA; FIRE BLIGHT; INHIBITION ASSAYS; PATHOGENIC BACTERIUM; PATHOSYSTEMS; PEAR FRUIT; PLANT ASSAYS; PROTEASE DEGRADATION; PSEUDOMONAS SYRINGAE; VESICATORIA; XANTHOMONAS AXONOPODIS;

AMINO ACIDS; ASSAYS; BACTERIOLOGY; DEGRADATION; FRUITS; ISOMERS; PEPTIDES; PLANT EXTRACTS;

BACTERIA;

AMINO ACID; ANTIINFECTIVE AGENT; ANTIMICROBIAL CATIONIC PEPTIDE; PEPTIDE HYDROLASE;

AMINO ACID; ANTIMICROBIAL ACTIVITY; BACTERIAL DISEASE; ENZYME ACTIVITY; INFECTIVITY; INHIBITION; INHIBITOR; PATHOTYPE; PEPTIDE;

ARTICLE; CHEMISTRY; DRUG EFFECT; ERWINIA AMYLOVORA; HEMOLYSIS; METABOLISM; MICROBIOLOGY; PEAR; PLANT DISEASE; PSEUDOMONAS SYRINGAE; STEREOISOMERISM; SYNTHESIS; XANTHOMONAS AXONOPODIS;

AMINO ACIDS; ANTI-BACTERIAL AGENTS; ANTIMICROBIAL CATIONIC PEPTIDES; ERWINIA AMYLOVORA; HEMOLYSIS; PEPTIDE HYDROLASES; PLANT DISEASES; PSEUDOMONAS SYRINGAE; PYRUS; STEREOISOMERISM; XANTHOMONAS AXONOPODIS;

BACTERIA (MICROORGANISMS); ERWINIA AMYLOVORA; PSEUDOMONAS SYRINGAE; PSEUDOMONAS SYRINGAE PV. SYRINGAE; PYRUS; XANTHOMONAS AXONOPODIS; XANTHOMONAS AXONOPODIS PV. VESICATORIA;

EID: 79955670644     PISSN: 00992240     EISSN: 10985336     Source Type: Journal    
DOI: 10.1128/AEM.02759-10     Document Type: Article

References (54)

1. Agrios, G. N. 2005. Plant pathology, 5th ed. Academic Press, San Diego, CA.
2. Ajesh, K., and K. Sreejith. 2009. Peptide antibiotics: an alternative and effective antimicrobial strategy to circumvent fungal infections. Peptides 30:999-1006.
3. Alan, A. R., and E. Earle. 2002. Sensitivity of bacterial and fungal plant pathogens to the lytic peptides, MSI-99, magainin II, and cecropin B. Mol. Plant Microbe Interact. 15:701-708.
4. Ali, G. S., and A. S. N. Reddy. 2000. Inhibition of fungal and bacterial plant pathogens by synthetic peptides: in vitro growth inhibition, interaction between peptides, and inhibition of disease progression. Mol. Plant Microbe Interact. 13:847-859.
5. Badosa, E., et al. 2007. A library of linear undecapeptides with bactericidal activity against phytopathogenic bacteria. Peptides 28:2276-2285.
6. Badosa, E., et al. 2009. Sporicidal activity of synthetic antifungal undecapeptides and control of Penicillium rot of apples. Appl. Environ. Microbiol. 75:5563-5569.
7. Bardají, E., et al. April 2006. Antimicrobial linear peptides. Patent WO/2007/125142 A1.
8. Barny, M. A., et al. 1990. Cloning of a large gene cluster involved in Erwinia amylovora CFBP1430 virulence. Mol. Microbiol. 4:777-786.
9. Bechinger, B. 2004. Structure and function of membrane-lytic peptides. Crit. Rev. Plant Sci. 23:271-292.
10. Bechinger, B., and K. Lohner. 2006. Detergent-like actions of linear amphipathic cationic antimicrobial peptides. Biochim. Biophys. Acta 1758:1529-1539.
11. Bessalle, R., A. Kapitkovsky, A. Gorea, I. Shalit, and M. Fridkin. 1990. All-D-magainin: chirality, antimicrobial activity and proteolytic resistance. FEBS Lett. 274:151-155.
12. Boman, H. G. 2003. Antibacterial peptides: basic facts and emerging concepts. J. Intern. Med. 254:197-215.
13. Broekaert, W. F., et al. 1997. Antimicrobial peptides from plants. Crit. Rev. Plant Sci. 16:297-323.
14. Brogden, K. A. 2005. Antimicrobial peptides: pore formers or metabolic inhibitors in bacteria? Nat. Rev. Microbiol. 3:238-250.
15. Brogden, K. A., M. Ackermann, P. B. McCray, Jr., and B. F. Tack. 2003. Antimicrobial peptides in animals and their role in host defences. Int. J. Antimicrob. Agents 22:465-478.
16. Brotman, Y., A. Makovitzki, Y. Shai, I. Chet, and A. Viterbo. 2009. Synthetic ultrashort cationic lipopeptides induce systemic plant defense responses against bacterial and fungal pathogens. Appl. Environ. Microbiol. 75:5373- 5379.
17. Bulet, P., R. Stöcklin, and L. Menin. 2004. Antimicrobial peptides: from invertebrates to vertebrates. Immunol. Rev. 198:169-184.
18. Cabrefiga, J., and E. Montesinos. 2005. Analysis of aggressiveness of Erwinia amylovora using disease-dose and time relationships. Phytopathology 95: 1430-1437.
19. Cavallarin, L., D. Andreu, and B. San Segundo. 1998. Cecropin A-derived peptides are potent inhibitors of fungal plant pathogens. Mol. Plant Microbe Interact. 11:218-227.
20. Ferre, R., et al. 2006. Inhibition of plant-pathogenic bacteria by short synthetic cecropin A-melittin hybrid peptides. Appl. Environ. Microbiol. 72: 3302-3308.
21. Florack, D., et al. 1995. Expression of giant silkmoth cecropin B genes in tobacco. Transgenic Res. 4:132-141.
22. Hancock, R. E. W., and H. G. Sahl. 2006. Antimicrobial and host defense peptides as new anti-infective therapeutic strategies. Nat. Biotechnol. 24: 1551-1557.
23. Hong, S. Y., J. E. Oh, and K.-H. Lee. 1999. Effect of D-amino acid substitution on the stability, the secondary structure, and the activity of membraneactive peptide. Biochem. Pharmacol. 58:1775-1780.
24. Huang, H. W. 2000. Action of antimicrobial peptides: two-state model. Biochemistry 39:8347-8352.
25. Huang, H. W. 2006. Molecular mechanism of antimicrobial peptides: the origin of cooperativity. Biochim. Biophys. Acta 1758:1292-1302.
26. Jenssen, H., P. Hamill, and R. E. W. Hancock. 2006. Peptide antimicrobial agents. Clin. Microbiol. Rev. 19:491-511.
27. Keymanesh, K., S. Soltani, and S. Sardari. 2009. Application of antimicrobial peptides in agriculture and food industry. World J. Microbiol. Biotechnol. 25:933-944.
28. Li, X., Y. Li, H. Han, D. W. Miller, and G. Wang. 2006. Solution structures of human LL-37 fragments and NMR-based identification of a minimal membrane-targeting antimicrobial and anticancer region. J. Am. Chem. Soc. 128:5776-5785.
29. Loper, J. E., et al. 1991. Evaluation of streptomycin, oxytetracycline and copper resistance of Erwinia amylovora isolated from pear orchards in Washington state. Plant Dis. 75:287-290.
30. Marcos, J. F., and M. Gandía. 2009. Antimicrobial peptides: to membranes and beyond. Expert Opin. Drug Discov. 4:659-671.
31. Marcos, J. F., A. Muñoz, E. Pérez-Payá, S. Misra, and B. López-García. 2008. Identification and rational design of novel antimicrobial peptides for plant protection. Annu. Rev. Phytopathol. 46:271-301.
32. Matsuzaki, K. 2009. Control of cell selectivity of antimicrobial peptides. Biochim. Biophys. Acta 1788:1687-1692.
33. McManus, P. S., V. O. Stockwell, V. O. Sundin, and A. L. Jones. 2002. Antibiotic use in plant agriculture. Annu. Rev. Phytopathol. 40:443-465.
34. Monroc, S., et al. 2006. Improvement of cyclic decapeptides against plant pathogenic bacteria using a combinatorial chemistry approach. Peptides 27:2575-2584.
35. Montesinos, E. 2007. Antimicrobial peptides and plant disease control. FEMS Microbiol. Lett. 270:1-11.
36. Montesinos, E., and E. Bardají. 2008. Synthetic antimicrobial peptides as agricultural pesticides for plant-disease control. Chem. Biodivers. 5:1225-1237.
37. Moragrega, C., C. Manceau, and E. Montesinos. 1998. Evaluation of drench treatments with phosphonate derivatives against Pseudomonas syringae pv. syringae on pear under controlled environment conditions. Eur. J. Plant Pathol. 104:171-180.
38. Mourgues, F., M. Brisset, and E. Chevreau. 1998. Activity of different antibacterial peptides on Erwinia amylovora growth, and evaluation of the phytotoxicity and stability of cecropins. Plant Sci. 139:83-91.
39. Nicolas, P. 2009. Multifunctional host defense peptides: intracellular-targeting antimicrobial peptides. FEBS J. 276:6483-6496.
40. Otvos, L., Jr. 2000. Antibacterial peptides isolated from insects. J. Pept. Sci. 6:497-511.
41. Owens, L. D., and T. M. Heutte. 1997. A single amino acid substitution in the antimicrobial defense protein cecropin B is associated with diminished degradation by leaf intercellular fluid. Mol. Plant Microbe Interact. 10:525-528.
42. Papo, N., Z. Oren, U. Pag, H.-G. Sahl, and Y. Shai. 2002. The consequence of sequence alteration of an amphipathic α-helical antimicrobial peptide and its diastereomers. J. Biol. Chem. 277:33913-33921.
43. Peschel, A., and H. G. Sahl. 2006. The co-evolution of host cationic antimicrobial peptides and microbial resistance. Nat. Rev. Microbiol. 4:529-536.
44. Sharma, R. K., S. Sundriyal, N. Wangoo, W. Tegge, and R. Jain. 2010. New antimicrobial hexapeptides: synthesis, antimicrobial activities, cytotoxicity, and mechanistic studies. Chem. Med. Chem. 5:86-95.
45. Sundin, G. W., and C. L. Bender. 1993. Ecological and genetic analysis of copper and streptomycin resistance in Pseudomonas syringae pv. syringae. Appl. Environ. Microbiol. 59:1018-1024.
46. Vidaver, A. K. 2002. Uses of antimicrobials in plant agriculture. Clin. Infect. Dis. 34:S107-110.
47. Wei, G.-X., and L. A. Bobek. 2005. Human salivary MUC7 12-mer-L and 12-mer-D peptides: antifungal activity in saliva, enhancement of activity with protease inhibitor cocktail or EDTA, and cytotoxicity to human cells. Antimicrob. Agents Chemother. 49:2336-2342.
48. Wessolowski, A., M. Bienert, and M. Dathe. 2004. Antimicrobial activity of arginineand tryptophan-rich hexapeptides: the effects of aromatic clusters, D-amino acid substitution and cyclization. J. Peptide Res. 64:159-169.
49. Wieczorek, M., et al. 2010. Structural studies of a peptide with immune modulating and direct antimicrobial activity. Chem. Biol. 17:970-980.
50. Yeaman, M. R., and N. Y. Yount. 2003. Mechanisms of antimicrobial peptide action and resistance. Pharmacol. Rev. 55:27-55.
51. Yount, N. Y., and M. R. Yeaman. 2005. Immunocontinuum: perspectives in antimicrobial peptide mechanisms of action and resistance. Protein Pept. Lett. 12:49-67.
52. Zaccardelli, M., A. Spasiano, C. Bassi, and M. Merighi. 2005. Identification and in planta detection of Pseudomonas syringae pv. tomato using PCR amplification of hrpZPst. Eur. J. Plant Pathol. 111:85-90.
53. Zasloff, M. 2002. Antimicrobial peptides of multicellular organisms. Nature 415:389-395.
54. Zhu, W. L., Y. H. Nan, K.-S. Hahm, and S. Y. Shin. 2007. Cell selectivity of an antimicrobial peptide melittin diastereomer with D-amino acid in the leucine zipper sequence. J. Biochem. Mol. Biol. 40:1090-1094.