Promysalin, a salicylate-containing pseudomonas putida antibiotic, promotes surface colonization and selectively targets other pseudomonas

Chemistry and Biology

Volumn 18, Issue 10, 2011, Pages 1320-1330

  Li, Wen ^a   Estrada De Los Santos, Paulina ^a,e   Matthijs, Sandra ^b,f   Xie, Guan Lin ^c   Busson, Roger ^d   Cornelis, Pierre ^b   Rozenski, Jef ^d   De Mot, René ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

^b VRIJE UNIVERSITEIT BRUSSEL   (Belgium)

^c ZHEJIANG UNIVERSITY   (China)

^d REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

^e INSTITUTO DE CIENCIAS FÍSICAS   (Mexico)

^f Institut de Recherches Microbiologiques Jean Marie Wiame   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFECTIVE AGENT; OXYGENASE; PROLINE; PROMYSALIN; PYRROLIDINE DERIVATIVE; SALICYLAMIDE DERIVATIVE; SALICYLIC ACID DERIVATIVE;

AMINO ACID SEQUENCE; ARTICLE; BACTERIAL GENE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; GENETICS; METABOLISM; MOLECULAR GENETICS; MULTIGENE FAMILY; MUTATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEOTIDE SEQUENCE; PHYSIOLOGY; PSEUDOMONAS; PSEUDOMONAS AERUGINOSA; PSEUDOMONAS PUTIDA;

AMINO ACID SEQUENCE; ANTI-BACTERIAL AGENTS; GENES, BACTERIAL; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; MULTIGENE FAMILY; MUTATION; OXYGENASES; PROLINE; PSEUDOMONAS; PSEUDOMONAS AERUGINOSA; PSEUDOMONAS PUTIDA; PYRROLIDINES; SALICYLAMIDES; SALICYLATES;

BACTERIA (MICROORGANISMS); PROKARYOTA; PSEUDOMONAS; PSEUDOMONAS AERUGINOSA; PSEUDOMONAS PUTIDA;

EID: 80055082464     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2011.08.006     Document Type: Article

References (50)

1. J.M. Andrews Determination of minimum inhibitory concentrations J. Antimicrob. Chemother. 48 Suppl 1 2001 5 16
2. B.O. Bachmann, and J. Ravel Chapter 8. Methods for in silico prediction of microbial polyketide and nonribosomal peptide biosynthetic pathways from DNA sequence data Methods Enzymol. 458 2009 181 217
3. H. Barreteau, A. Bouhss, M. Fourgeaud, J.L. Mainardi, T. Touzé, F. Gérard, D. Blanot, M. Arthur, and D. Mengin-Lecreulx Human- and plant-pathogenic Pseudomonas species produce bacteriocins exhibiting colicin M-like hydrolase activity towards peptidoglycan precursors J. Bacteriol. 191 2009 3657 3664
4. S.D. Braun, J. Hofmann, A. Wensing, M.S. Ullrich, H. Weingart, B. Völksch, and D. Spiteller Identification of the biosynthetic gene cluster for 3-methylarginine, a toxin produced by Pseudomonas syringae pv. syringae 22d/93 Appl. Environ. Microbiol. 76 2010 2500 2508
5. Y. Chen, E. Wendt-Pienkowski, J. Ju, S. Lin, S.R. Rajski, and B. Shen Characterization of FdmV as an amide synthetase for fredericamycin A biosynthesis in Streptomyces griseus ATCC 43944 J. Biol. Chem. 285 2010 38853 38860
6. J.G. Choi, S.I. Jeong, C.S. Ku, M. Sathishkumar, J.J. Lee, S.P. Mun, and S.M. Kim Antibacterial activity of hydroxyalkenyl salicylic acids from sarcotesta of Ginkgo biloba against vancomycin-resistant Enterococcus Fitoterapia 80 2009 18 20
7. M. Daum, I. Peintner, A. Linnenbrink, A. Frerich, M. Weber, T. Paululat, and A. Bechthold Organisation of the biosynthetic gene cluster and tailoring enzymes in the biosynthesis of the tetracyclic quinone glycoside antibiotic polyketomycin ChemBioChem 10 2009 1073 1083
8. J.C. D'Auria Acyltransferases in plants: a good time to be BAHD Curr. Opin. Plant Biol. 9 2006 331 340
9. J.J. Dennis, and G.J. Zylstra Plasposons: modular self-cloning minitransposon derivatives for rapid genetic analysis of gram-negative bacterial genomes Appl. Environ. Microbiol. 64 1998 2710 2715 (Pubitemid 28303324)
10. G. Ditta, S. Stanfield, D. Corbin, and D.R. Helinski Broad host range DNA cloning system for gram-negative bacteria: construction of a gene bank of Rhizobium meliloti Proc. Natl. Acad. Sci. USA 77 1980 7347 7351 (Pubitemid 11189470)
11. J.A. Ferreras, J.-S. Ryu, F. Di Lello, D.S. Tan, and L.E.N. Quadri Small-molecule inhibition of siderophore biosynthesis in Mycobacterium tuberculosis and Yersinia pestis Nat. Chem. Biol. 1 2005 29 32
12. H. Gross, and J.E. Loper Genomics of secondary metabolite production by Pseudomonas spp Nat. Prod. Rep. 26 2009 1408 1446
13. D. Haas, and G. Défago Biological control of soil-borne pathogens by fluorescent pseudomonads Nat. Rev. Microbiol. 3 2005 307 319 (Pubitemid 40443724)
14. C. Hertweck, A. Luzhetskyy, Y. Rebets, and A. Bechthold Type II polyketide synthases: gaining a deeper insight into enzymatic teamwork Nat. Prod. Rep. 24 2007 162 190 (Pubitemid 46238594)
15. R.F. Inglis, A. Gardner, P. Cornelis, and A. Buckling Spite and virulence in the bacterium Pseudomonas aeruginosa Proc. Natl. Acad. Sci. USA 106 2009 5703 5707
16. D. Ishiyama, D. Vujaklija, and J. Davies Novel pathway of salicylate degradation by Streptomyces sp. strain WA46 Appl. Environ. Microbiol. 70 2004 1297 1306 (Pubitemid 38365106)
17. J.C. Janssens, H. Steenackers, S. Robijns, E. Gellens, J. Levin, H. Zhao, K. Hermans, D. De Coster, T.L. Verhoeven, and K. Marchal Brominated furanones inhibit biofilm formation by Salmonella enterica serovar Typhimurium Appl. Environ. Microbiol. 74 2008 6639 6648
18. A.T. Keatinge-Clay, D.A. Maltby, K.F. Medzihradszky, C. Khosla, and R.M. Stroud An antibiotic factory caught in action Nat. Struct. Mol. Biol. 11 2004 888 893 (Pubitemid 39128807)
19. W.L. Kelly, L. Pan, and C. Li Thiostrepton biosynthesis: prototype for a new family of bacteriocins J. Am. Chem. Soc. 131 2009 4327 4334
20. I. Kubo, K. Nihei, and K. Tsujimoto Antibacterial action of anacardic acids against methicillin resistant Staphylococcus aureus (MRSA) J. Agric. Food Chem. 51 2003 7624 7628
21. K. Lapouge, M. Schubert, F.H. Allain, and D. Haas Gac/Rsm signal transduction pathway of γ-proteobacteria: from RNA recognition to regulation of social behaviour Mol. Microbiol. 67 2008 241 253 (Pubitemid 350295835)
22. J.M. Ligon, D.S. Hill, P.E. Hammer, N.R. Torkewitz, D. Hofmann, H.-J. Kempf, and K.-H. van Pée Natural products with antifungal activity from Pseudomonas biocontrol bacteria Pest Manag. Sci. 56 2000 688 695 (Pubitemid 30483321)
23. F. Massire, and M.A. Badet-Denisot The mechanism of glutamine-dependent amidotransferases Cell. Mol. Life Sci. 54 1998 205 222
24. W. Mattheus, L.-J. Gao, P. Herdewijn, B. Landuyt, J. Verhaegen, J. Masschelein, G. Volckaert, and R. Lavigne Isolation and purification of a new kalimantacin/batumin-related polyketide antibiotic and elucidation of its biosynthesis gene cluster Chem. Biol. 17 2010 149 159
25. Y. Michel-Briand, and C. Baysse The pyocins of Pseudomonas aeruginosa Biochimie 84 2002 499 510 (Pubitemid 35350881)
26. A.I. Özen, and D.W. Ussery Defining the Pseudomonas genus: where do we draw the line with Azotobacter? Microb. Ecol. 2011 10.1007/s00248-011-9914-8 in press. Published online August 3, 2011
27. C.N. Park, D. Lee, W. Kim, Y. Hong, J.S. Ahn, and B.S. Kim Antifungal activity of salaceyin A against Colletotrichum orbiculare and Phytophthora capsici J. Basic Microbiol. 47 2007 332 339 (Pubitemid 47236753)
28. A.H.A. Parret, K. Temmerman, and R. De Mot Novel lectin-like bacteriocins of biocontrol strain Pseudomonas fluorescens Pf-5 Appl. Environ. Microbiol. 71 2005 5197 5207 (Pubitemid 41338249)
29. A.H.A. Parret, G. Schoofs, P. Proost, and R. De Mot Plant lectin-like bacteriocin from a rhizosphere-colonizing Pseudomonas isolate J. Bacteriol. 185 2003 897 908 (Pubitemid 36139448)
30. J.P. Pirnay, D. De Vos, C. Cochez, F. Bilocq, J. Pirson, M. Struelens, L. Duinslaeger, P. Cornelis, M. Zizi, and A. Vanderkelen Molecular epidemiology of Pseudomonas aeruginosa colonization in a burn unit: persistence of a multidrug-resistant clone and a silver sulfadiazine-resistant clone J. Clin. Microbiol. 41 2003 1192 1202 (Pubitemid 36307128)
31. J.P. Pirnay, S. Matthijs, H. Colak, P. Chablain, F. Bilocq, J. Van Eldere, D. De Vos, M. Zizi, L. Triest, and P. Cornelis Global Pseudomonas aeruginosa biodiversity as reflected in a Belgian river Environ. Microbiol. 7 2005 969 980 (Pubitemid 40817154)
32. J.P. Pirnay, F. Bilocq, B. Pot, P. Cornelis, M. Zizi, J. Van Eldere, P. Deschaght, M. Vaneechoutte, S. Jennes, T. Pitt, and D. De Vos Pseudomonas aeruginosa population structure revisited PLoS One 4 2009 e7740
33. J.M. Raaijmakers, I. De Bruijn, O. Nybroe, and M. Ongena Natural functions of lipopeptides from Bacillus and Pseudomonas: more than surfactants and antibiotics FEMS Microbiol. Rev. 34 2010 1037 1062
34. R.P. Rastogi, and R.P. Sinha Biotechnological and industrial significance of cyanobacterial secondary metabolites Biotechnol. Adv. 27 2009 521 539
35. H. Rediers, J. Vanderleyden, and R. De Mot Azotobacter vinelandii: a Pseudomonas in disguise? Microbiology 150 2004 1117 1119
36. M. Röttig, M.H. Medema, K. Blin, T. Weber, C. Rausch, and O. Kohlbacher NRPSpredictor2 - a web server for predicting NRPS adenylation domain specificity Nucleic Acids Res. 39 2011 W362 W367
37. J. Sambrook, and D.W. Russell Molecular Cloning: A Laboratory Manual Third Edition 2001 Cold Spring Harbor Laboratory Cold Spring Harbor, NY
38. N. Srinivas, P. Jetter, B.J. Ueberbacher, M. Werneburg, K. Zerbe, J. Steinmann, B. Van der Meijden, F. Bernardini, A. Lederer, and R.L. Dias Peptidomimetic antibiotics target outer-membrane biogenesis in Pseudomonas aeruginosa Science 327 2010 1010 1013
39. L. Steindler, I. Bertani, L. De Sordi, J. Bigirimana, and V. Venturi The presence, type and role of N-acyl homoserine lactone quorum sensing in fluorescent Pseudomonas originally isolated from rice rhizospheres are unpredictable FEMS Microbiol. Lett. 288 2008 102 111
40. C.M. Thomas, J. Hothersall, C.L. Willis, and T.J. Simpson Resistance to and synthesis of the antibiotic mupirocin Nat. Rev. Microbiol. 8 2010 281 289
41. S.G. Van Lanen, T.-J. Oh, W. Liu, E. Wendt-Pienkowski, and B. Shen Characterization of the maduropeptin biosynthetic gene cluster from Actinomadura madurae ATCC 39144 supporting a unifying paradigm for enediyne biosynthesis J. Am. Chem. Soc. 129 2007 13082 13094 (Pubitemid 350058349)
42. K. Vlassak, L. Holm, L. Duchateau, J. Vanderleyden, and R. De Mot Isolation and characterization of fluorescent Pseudomonas associated with the roots of rice and banana grown in Sri Lanka Plant Soil 145 1992 51 63
43. A.C. Vlot, D.A. Dempsey, and D.F. Klessig Salicylic acid, a multifaceted hormone to combat disease Annu. Rev. Phytopathol. 47 2009 177 206
44. R.D. Waite, and M.A. Curtis Pseudomonas aeruginosa PAO1 pyocin production affects population dynamics within mixed-culture biofilms J. Bacteriol. 191 2009 1349 1354
45. C.T. Walsh, S. Garneau-Tsodikova, and A.R. Howard-Jones Biological formation of pyrroles: nature's logic and enzymatic machinery Nat. Prod. Rep. 23 2006 517 531 (Pubitemid 44144208)
46. S.W. White, J. Zheng, Y.M. Zhang, and C.O. Rock The structural biology of type II fatty acid biosynthesis Annu. Rev. Biochem. 74 2005 791 831 (Pubitemid 40995524)
47. N.R. Williamson, P.C. Fineran, F.J. Leeper, and G.P.C. Salmond The biosynthesis and regulation of bacterial prodiginines Nat. Rev. Microbiol. 4 2006 887 899 (Pubitemid 44768251)
48. L. Yang, M.T. Rybtke, T.H. Jakobsen, M. Hentzer, T. Bjarnsholt, M. Givskov, and T. Tolker-Nielsen Computer-aided identification of recognized drugs as Pseudomonas aeruginosa quorum-sensing inhibitors Antimicrob. Agents Chemother. 53 2009 2432 2443
49. J.M. Young, and D.C. Park Probable synonymy of the nitrogen-fixing genus Azotobacter and the genus Pseudomonas Int. J. Syst. Evol. Microbiol. 57 2007 2894 2901
50. Z.C. Yuan, E. Haudecoeur, D. Faure, K.F. Kerr, and E.W. Nester Comparative transcriptome analysis of Agrobacterium tumefaciens in response to plant signal salicylic acid, indole-3-acetic acid and gamma-amino butyric acid reveals signalling cross-talk and Agrobacterium - plant co-evolution Cell. Microbiol. 10 2008 2339 2354