A regioselective tryptophan 5-halogenase is involved in pyrroindomycin biosynthesis in Streptomyces rugosporus LL-42D005

Chemistry and Biology

Volumn 12, Issue 4, 2005, Pages 445-452

  Zehner, Susanne ^a   Kotzsch, Alexander ^a   Bister, Bojan ^b   Süssmuth, Roderich D ^b   Méndez, Carmen ^c   Salas, José A ^c   Van Pée, Karl Heinz ^a,d  

^a DRESDEN UNIVERSITY OF TECHNOLOGY   (Germany)

^b TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

^c UNIVERSITY OF OVIEDO   (Spain)

^d UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

PSEUDOMONAS; PSEUDOMONAS FLUORESCENS; STREPTOMYCES; STREPTOMYCES RUGOSPORUS;

EID: 17844408703     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2005.02.005     Document Type: Article

References (25)

1. W. Ding, D.R. Williams, P. Northcote, M.M. Siegel, R. Tsao, J. Ashcroft, G.O. Morton, M. Alluri, D. Abbanat, and W.M. Maiese Pyrroindomycins, novel antibiotics produced by Streptomyces rugosporus sp. LL-42D005. I. Isolation and structure determination J. Antibiotics 47 1994 1250 1257
2. M.P. Singh, P.J. Petersen, N.V. Jacobus, M.J. Mroczenski-Wildey, W.M. Maiese, M. Greenstein, and D.A. Steinberg Pyrroindomycins, novel antibiotics produced by Streptomyces rugosporus LL-42D005. II. Biological activities J. Antibiotics 47 1994 1258 1265
3. D. Abbanat, W. Maiese, and M. Greenstein Biosynthesis of the pyrroindomycins by Streptomyces rugosporus LL-42D005; characterization of nutrient requirements J. Antibiotics 52 1999 117 126
4. S. Kirner, P.E. Hammer, D.S. Hill, A. Altmann, I. Fischer, L.J. Weislo, M. Lanahan, K.H. van Pée, and J.M. Ligon Functions encoded by pyrrolnitrin biosynthetic genes from Pseudomonas fluorescens J. Bacteriol. 180 1998 1939 1943
5. C. Sánchez, I.A. Butovich, A.F. Brana, J. Rohr, C. Méndez, and J.A. Salas The biosynthetic gene cluster for the antitumor rebeccamycin. Characterization and generation of indolocarbazole derivatives Chem. Biol. 9 2002 519 531
6. P.E. Hammer, D.S. Hill, S.T. Lam, K.H. van Pee, and J.M. Ligon Four genes from Pseudomonas fluorescens that encode the biosynthesis of pyrrolnitrin Appl. Environ. Microbiol. 63 1997 2147 2154
7. P.E. Hammer, W. Burd, D.S. Hill, J.M. Ligon, and K. van Pee Conservation of the pyrrolnitrin biosynthetic gene cluster among six pyrrolnitrin-producing strains FEMS Microbiol. Lett. 180 1999 39 44
8. S. Keller, T. Wage, K. Hohaus, M. Hölzer, E. Eichhorn, and K.H. van Pée Purification and partial characterization of the tryptophan 7-halogenase (PrnA) from Pseudomonas fluorescens Angew. Chem. Int. Ed. Engl. 39 2001 2300 2303
9. F. Wright, and M.J. Bibb Codon usage in the G+C-rich Streptomyces genome Gene 113 1992 55 65
10. K. Hohaus, A., Altmann, W Burd, I., Fischer, P.E. Hammer, D.S. Hill, J.M. Ligon, and K.-H. van Pée NADH-dependent halogenases are more likely to be involved in halometabolite biosynthesis than haloperoxidases Angew. Chem. Int. Ed. 36 1997 2012 2013
11. K.-H. van Pée, and S. Zehner Enzymology and molecular genetics of biological halogenation G. Gribble Handbook of Environmental Chemistry, Vol. 3, Natural Production of Organohalogen Compounds 2003 Springer-Verlag Berlin 171 199
12. R.K. Wierenga, P. Terpstra, and W.G.J. Hol Prediction of the occurrence of the ADP-binding βαβ-fold in proteins, using an amino acid fingerprint J. Mol. Biol. 187 1986 101 107
13. R. Russ, J. Rau, and A. Stolz The function of cytoplasmic flavin reductases in the reduction of azo dyes by bacteria Appl. Environ. Microbiol. 66 2000 1429 1434
14. G. Spyrou, E. Haggard-Ljungquist, M. Krook, H. Jornvall, E. Nilsson, and P. Reichard Characterization of the flavin reductase gene (fre) of Escherichia coli and construction of a plasmid for overproduction of the enzyme J. Bacteriol. 173 1991 3673 3679
15. G. Hobbs, C.M. Frazer, D.C.J. Gardner, J.A. Cullum, and S.G. Oliver Dispersed growth of Streptomyces in liquid culture Appl. Microbiol. Biotechnol. 31 1989 272 277
16. J. Sambrook, and D.W. Russel Molecular Cloning: A Laboratory Manual Third Edition 2001 Cold Spring Harbor Laboratory Press Cold Spring Harbor, NY
17. M. Bierman, R. Logan, K. O'Brien, E.T. Seno, R.N. Rao, and B.E. Schoner Plasmid cloning vectors for the conjugal transfer of DNA from Escherichia coli to Streptomyces spp Gene 116 1992 43 49
18. M.J. Fernández-Lozano, L.L. Remsing, L.M. Quirós, A.F. Braña, E. Fernández, C. Sánchez, C. Méndez, J. Rohr, and J.A. Salas Characterization of two polyketide methyltransferases involved in the biosynthesis of the antitumor drug mithramycin by Streptomyces argillaceus J. Biol. Chem. 275 2000 3065 3074
19. Y. Sun, X. Zhou, J. Liu, K. Bao, G. Zhang, G. Tu, T. Kieser, and Z. Deng "Streptomyces nanchangensis," a producer of the insecticidal polyether antibiotic nanchangmycin and the antiparasitic macrolide meilingmycin, contains multiple polyketide gene clusters Microbiol. 148 2002 361 371
20. T. Kieser, M.J. Bibb, M.J. Buttner, K.F. Chater, and D.A. Hopwood Practical Streptomyces Genetics 2000 John Innes Foundation Norwich, UK
21. S.F. Altschul, W. Gish, W. Miller, E.W. Myers, and D.J. Lipman Basic local alignment search tool J. Mol. Biol. 215 1990 403 410
22. S. Kirner, S. Krauss, G. Sury, S.T. Lam, J.M. Ligon, and K.H. van Pée The non-haem chloroperoxidase from Pseudomonas fluorescens and its relationship to pyrrolnitrin biosynthesis Microbiol. 142 1996 2129 2135
23. H. Schägger, and G. von Jagow Tricine-sodium dodecyl sulfate-polyacrylamide gel electrophoresis for the separation of proteins in the range from 1 to 100 kDa Anal. Biochem. 166 1987 368 379
24. J.R. Whitaker, and P.E. Granum An absolute method for protein determination based on difference in absorbance at 235 and 280 nm Anal. Biochem. 109 1980 156 159
25. M. Fontecave, R. Eliasson, and P. Reichard NAD(P)H:flavin oxidoreductase of Escherichia coli. A ferric iron reductase participating in the generation of the free radical of ribonucleotide reductase J. Biol. Chem. 262 1987 12325 12331