Characterization of biosynthetic gene cluster for the production of virginiamycin M, a streptogramin type A antibiotic, in Streptomyces virginiae

Gene

Volumn 393, Issue 1-2, 2007, Pages 31-42

  Pulsawat, Nattika ^a   Kitani, Shigeru ^a   Nihira, Takuya ^a,b  

^a OSAKA UNIVERSITY   (Japan)

^b MAHIDOL UNIVERSITY   (Thailand)

Author keywords

Hybrid polyketide nonribosomal peptide; Streptogramins; Streptomyces virginiae; The AT less polyketide synthase; Virginiamycin

Indexed keywords

ACYLTRANSFERASE; BLEOMYCIN; DALFOPRISTIN; HYDROXYMETHYLGLUTARYL COENZYME A SYNTHASE; POLYKETIDE SYNTHASE; VIRGINIAMYCIN M; VIRGINIAMYCIN S;

ARTICLE; BIOSYNTHESIS; CONTROLLED STUDY; GENE CLUSTER; GENE DISRUPTION; MOLECULAR CLONING; NONHUMAN; NONRIBOSOMAL PEPTIDE SYNTHESIS; NUCLEOTIDE SEQUENCE; OPEN READING FRAME; PRIORITY JOURNAL; PROTEIN DOMAIN; PROTEIN EXPRESSION; PROTEIN STRUCTURE; SIGNAL TRANSDUCTION; STREPTOMYCES;

ACYLTRANSFERASES; AMINO ACID SEQUENCE; ANTI-BACTERIAL AGENTS; BACTERIAL PROTEINS; BASE PAIRING; BASE SEQUENCE; DNA, BACTERIAL; DRUG RESISTANCE, BACTERIAL; GENE EXPRESSION REGULATION, BACTERIAL; GENES, BACTERIAL; MODELS, GENETIC; MOLECULAR SEQUENCE DATA; MULTIGENE FAMILY; MUTAGENESIS, INSERTIONAL; PEPTIDE SYNTHASES; PHYLOGENY; POLYKETIDE SYNTHASES; PROTEIN STRUCTURE, TERTIARY; RECOMBINATION, GENETIC; SEQUENCE ANALYSIS, PROTEIN; STREPTOGRAMINS; STREPTOMYCES; TRANSCRIPTION, GENETIC; VIRGINIAMYCIN;

POSIBACTERIA; STREPTOMYCES VIRGINIAE; VIRUSES;

EID: 34047263413     PISSN: 03781119     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.gene.2006.12.035     Document Type: Article

References (40)

1. Bamas-Jacques N., Lorenzon S., Lacroix P., De Swetschin C., and Crouzet J. Cluster organization of the genes of Streptomyces pristinaespiralis involved in pristinamycin biosynthesis and resistance elucidated by pulsed-field gel electrophoresis. J. Appl. Microbiol. 87 (1999) 939-948
2. Barriere J.C., Berthaud N., Beyer D., Dutka-Malen S., Paris J.M., and Desnottes J.F. Recent developments in streptogramin research. Curr. Pharm. Des. 4 (1998) 155-180
3. Bierman M., Logan R., O'Brien K., Seno E.T., Rao R.N., and Schoner B.E. Plasmid cloning vectors for the conjugal transfer of DNA from Escherichia coli to Streptomyces spp. Gene 116 (1992) 43-49
4. Cheng Y.Q., Tang G.L., and Shen B. Type I polyketide synthase requiring a discrete acyltransferase for polyketide biosynthesis. Proc. Natl. Acad. Sci. U. S. A. 100 (2003) 3149-3154
5. Cocito C. Antibiotics of the virginiamycin family, inhibitors which contain synergistic components. Microbiol. Rev. 43 (1979) 145-192
6. Contreras A., and Vazquez D. Synergistic interaction of the streptogramins with the ribosome. Eur. J. Biochem. 74 (1977) 549-551
7. de Crecy-Lagard V., et al. Streptogramin B biosynthesis in Streptomyces pristinaespiralis and Streptomyces virginiae: molecular characterization of the last structural peptide synthetase gene. Antimicrob. Agents Chemother. 41 (1997) 1904-1909
8. de Crecy-Lagard V., et al. Pristinamycin I biosynthesis in Streptomyces pristinaespiralis: molecular characterization of the first two structural peptide synthetase genes. J. Bacteriol. 179 (1997) 705-713
9. Delpierre G.R., et al. The structure of ostreogrycin A. Tetrahedron Lett. 4 (1966) 369-372
10. Di Giambattista M., Chinali G., and Cocito C. The molecular basis of the inhibitory activities of type A and type B synergimycins and related antibiotics on ribosomes. J. Antimicrob. Chemother. 24 (1989) 485-507
11. Donadio S., Staver M.J., McAlpine J.B., Swanson S.J., and Katz L. Modular organization of genes required for complex polyketide biosynthesis. Science 252 (1991) 675-679
12. Edwards D.J., et al. Structure and biosynthesis of the jamaicamides, new mixed polyketide-peptide neurotoxins from the marine cyanobacterium Lyngbya majuscula. Chem. Biol. 11 (2004) 817-833
13. El-Sayed A.K., Hothersall J., Cooper S.M., Stephens E., Simpson T.J., and Thomas C.M. Characterization of the mupirocin biosynthesis gene cluster from Pseudomonas fluorescens NCIMB 10586. Chem. Biol. 10 (2003) 419-430
14. He M., Haltli B., Summers M., Feng X., and Hucul J. Isolation and characterization of meridamycin biosynthetic gene cluster from Streptomyces sp. NRRL 30748. Gene 377 (2006) 109-118
15. Ishikawa J., and Hotta K. FramePlot: a new implementation of the frame analysis for predicting protein-coding regions in bacterial DNA with a high G+C content. FEMS Microbiol. Lett. 174 (1999) 251-253
16. Jenke-Kodama H., Sandmann A., Müller R., and Dittmann E. Evolutionary implications of bacterial polyketide synthases. Mol. Biol. Evol. 22 (2005) 2027-2039
17. Kawachi R., Wangchaisoonthorn U., Nihira T., and Yamada Y. Identification by gene deletion analysis of a regulator, VmsR, that controls virginiamycin biosynthesis in Streptomyces virginiae. J. Bacteriol. 182 (2000) 6259-6263
18. 1 resistance. Mol. Microbiol. 36 (2000) 302-313
19. Kieser T., Bibb M.J., Buttner M.J., Chater K.F., and Hopwood D.A. Practical Streptomyces Genetics (2000), John Innes Foundation, Norwich, United Kingdom
20. Kingston D.G.I., Kolpak M.X., LeFevre J.W., and Borup Grochtmann I. Biosynthesis of antibiotics of the virginiamycin family. 3. Biosynthesis of virginiamycin M1. J. Am. Chem. Soc. 105 (1983) 5106-5110
21. Kopp M., Irschik H., Pradella S., and Muller R. Production of the tubulin destabilizer disorazol in Sorangium cellulosum: biosynthetic machinery and regulatory genes. ChemBioChem 6 (2005) 1277-1286
22. Lee C.K., Kamitani Y., Nihira T., and Yamada Y. Identification and in vivo functional analysis of a virginiamycin S resistance gene (varS) from Streptomyces virginiae. J. Bacteriol. 181 (1999) 3293-3297
23. MacNeil D.J., et al. Complex organization of the Streptomyces avermetilis genes encoding the avermectin polyketide synthase. Gene 115 (1992) 119-125
24. Matsuno K., Yamada Y., Lee C.K., and Nihira T. Identification by gene deletion analysis of barB as a negative regulator controlling an early process of virginiamycin biosynthesis in Streptomyces virginiae. Arch. Microbiol. 181 (2004) 52-59
25. Mochizuki S., et al. The large linear plasmid pSLA2-L of Streptomyces rochei has an unusually condensed gene organization for secondary metabolism. Mol. Microbiol. 48 (2003) 1501-1510
26. Nakano H., Takehara E., Nihira T., and Yamada Y. Gene replacement analysis of the Streptomyces virginiae barA gene encoding the butyrolactone autoregulator receptor reveals that BarA acts as a repressor in virginiamycin biosynthesis. J. Bacteriol. 180 (1998) 3317-3322
27. Namwat W., Lee C.K., Kinoshita H., Yamada Y., and Nihira T. Identification of the varR gene as a transcriptional regulator of virginiamycin S resistance in Streptomyces virginiae. J. Bacteriol. 183 (2001) 2025-2031
28. Namwat W., Kamioka Y., Kinoshita H., Yamada Y., and Nihira T. Characterization of virginiamycin S biosynthetic genes from Streptomyces virginiae. Gene 286 (2002) 283-290
29. Namwat W., Kinoshita H., and Nihira T. Identification by heterologous expression and gene disruption of VisA as l-lysine 2-aminotransferase essential for virginiamycin S biosynthesis in Streptomyces virginiae. J. Bacteriol. 184 (2002) 4811-4818
30. Nihira T., Shimizu Y., Kim H.S., and Yamada Y. Structure-activity relationships of virginiae butanolide C, an inducer of virginiamycin production in Streptomyces virginiae. J. Antibiot. 41 (1988) 1828-1837
31. E is required for normal cell wall structure in Streptomyces coelicolor A3(2). J. Bacteriol. 181 (1999) 204-211
32. Piel J. A polyketide synthase-peptide synthetase gene cluster from an uncultured bacterial symbiont of Paederus beetles. Proc. Natl. Acad. Sci. U. S. A. 99 (2002) 14002-14007
33. Piel J., Hui D., Fusetani N., and Matsunaga S. Targeting modular polyketide synthases with iteratively acting acyltransferases from metagenomes of uncultured bacterial consortia. Environ. Microbiol. 6 (2004) 921-927
34. Sambrook J., Fritsch E.F., and Maniatis T. Molecular Cloning: a Laboratory Manual. 2nd edn. (1989), Cold Spring Harbor Laboratory, Cold Spring Harbor, New York
35. Sezonov G., Blanc V., Bamas-Jacques N., Friedmann A., Pernodet J.-L., and Guérineau M. Complete conversion of antibiotic precursor to pristinamycin IIA by overexpression of Streptomyces pristinaespiralis biosynthetic genes. Nat. Biotechnol. 15 (1997) 349-353
36. Shen B., Du L., Sanchez C., Edwards D.J., Chen M., and Murrell J.M. Cloning and characterization of the bleomycin biosynthetic gene cluster from Streptomyces verticillus ATCC15003. J. Nat. Prod. 65 (2002) 422-431
37. Silakowski B., Nordsiek G., Kunze B., Blocker H., and Muller R. Novel features in a combined polyketide synthase/non-ribosomal peptide synthetase: the myxalamid biosynthetic gene cluster of the mycobacterium Stigmatella aurantiaca Sga15. Chem. Biol. 8 (2001) 59-69
38. Simunovic V., Zapp J., Rachid S., Krug D., Meiser P., and Muller R. Myxovirescin A biosynthesis is directed by hybrid polyketide synthases/nonribosomal peptide synthetase, 3-hydroxy-3-methylglutaryl-CoA synthases, and trans-acting acyltransferases. ChemBioChem 7 (2006) 1206-1220
39. Tang G.L., Cheng Y.Q., and Shen B. Leinamycin biosynthesis revealing unprecedented architectural complexity for a hybrid polyketide synthase and nonribosomal peptide synthetase. Chem. Biol. 1 (2004) 33-45
40. Yadav G., Gokhale R.S., and Mohanty D. SEARCHPKS: a program for detection and analysis of polyketide synthase domains. Nucleic Acids Res. 31 (2003) 3654-3658