Isolation and characterization of the epothilone biosynthetic gene cluster from Sorangium cellulosum

Gene

Volumn 249, Issue 1-2, 2000, Pages 153-160

  Julien, Bryan ^a   Shah, Sanjay ^a   Ziermann, Rainer ^a,b   Goldman, Robert ^a,c   Katz, Leonard ^a   Khosla, Chaitan ^a  

^a KOSAN BIOSCIENCES INC   (United States)

^b MONOGRAM BIOSCIENCES   (United States)

^c University of Houston   (United States)

Author keywords

Myxobacteria; Non ribosomal peptide synthetase; P450 enzyme; Polyketide; Polyketide synthase

Indexed keywords

CYTOCHROME P450; EPOTHILONE A; EPOTHILONE B; PEPTIDE SYNTHASE; POLYKETIDE SYNTHASE;

ARTICLE; DNA SEQUENCE; GENE CLUSTER; GENE FUNCTION; GENE ISOLATION; GENETIC ORGANIZATION; MYXOCOCCALES; NONHUMAN; PLASMID; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; BACTERIAL PROTEINS; CYTOCHROME P-450 ENZYME SYSTEM; DNA; EPOTHILONES; EPOXY COMPOUNDS; GENES, BACTERIAL; MOLECULAR SEQUENCE DATA; MULTIENZYME COMPLEXES; MULTIGENE FAMILY; MYXOCOCCALES; OXIDOREDUCTASES; SEQUENCE ANALYSIS, DNA; SEQUENCE HOMOLOGY, AMINO ACID; THIAZOLES;

ESCHERICHIA COLI; MYXOCOCCALES; POLYANGIUM CELLULOSUM; SORANGIUM;

EID: 0034673927     PISSN: 03781119     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-1119(00)00149-9     Document Type: Article

References (29)

1. Altschul S.F., Gish W., Miller W., Myers E.W., Lipman D.J. Basic local alignment search tool. J. Mol. Biol. 215:1990;403-410.
2. August P.R., Tang L., Yoon Y.J., Ning S., Müller R., Yu T.W., Taylor M., Hoffmann D., Kim C.G., Zhang X., Hutchinson C.R., Floss H.G. Biosynthesis of the ansamycin antibiotic rifamycin: deductions from the molecular analysis of the rif biosynthetic gene cluster of Amycolatopsis mediterranei S699. Chem. Biol. 5:1998;69-79.
3. Beran M., Zima J. Determination of monensins A and B in the fermentation broth of Streptomyces cinnamonensis by high performance liquid chromotography. Chromatographia. 35:1993;206-208.
4. Bierman M., Logan R., O'Brien K., Seno E.T., Rao R.N., Schoner B.E. Plasmid cloning vectors for the conjugal transfer of DNA from Escherichia coli to Streptomyces spp. Gene. 116:1992;43-49.
5. Bisang C., Long P.F., Cortes J., Westcott J., Crosby J., Matharu A.L., Cox R.J., Simpson T.J., Staunton J., Leadlay P.F. A chain initiation factor common to both modular and aromatic polyketide synthases. Nature. 401:1999;502-505.
6. Bollag D.M., McQueney P.A., Zhu J., Hensens O., Koupal L., Liesch J., Goetz M., Lazarides E., Woods C.M. Epothilones, a new class of microtubule-stabilizing agents with a taxol-like mechanism of action. Cancer Res. 55:1995;2325-2333.
7. Caspers P., Stieger M., Burn P. Overproduction of bacterial chaperones improves the solubility of recombinant protein tyrosine kinases in Escherichia coli. Cell. Mol. Biol. 40:1994;635-644.
8. Cortes J., Haydock S.F., Roberts G.A., Bevitt D.J., Leadlay P.F. An unusually large multifunctional polypeptide in the erythromycin-producing polyketide synthase of Saccharopolyspora erythraea. Nature. 348:1990;176-178.
9. Donadio S., Staver M.J., McAlpine J.B., Swanson S.J., Katz L. Modular organization of genes required for complex polyketide biosynthesis. Science. 252:1991;675-679.
10. Gerth K., Bedorf N., Höfle G., Irschik H., Reichenbach H. Epothilons A and B: antifungal and cytotoxic compounds from Sorangium cellulosum (Myxobacteria). Production, physico-chemical and biological properties. J. Antibiot. 49:1996;560-563.
11. Gorman M., Chamberlin J.W., Hamill R.L. Monensin, a new biologically active compound. V. Compounds related to monensin. Antimicrob. Agents Chemother. 7:1967;363-367.
12. Haydock S.F., Aparicio J.F., Molnar I., Schwecke T., Khaw L.E., Konig A., Marsden A.F., Galloway I.S., Staunton J., Leadlay P.F. Divergent sequence motifs correlated with the substrate specificity of (methyl)malonyl-CoA:acyl carrier protein transacylase domains in modular polyketide synthases. FEBS Lett. 374:1995;246-248.
13. Hopwood D.A., Sherman D.H. Molecular genetics of polyketides and its comparison to fatty acid biosynthesis. Annu. Rev. Genet. 24:1990;37-66.
14. Ikeda H., Nonomiya T., Usami M., Ohta T., Omura S. Organization of the biosynthetic gene cluster for the polyketide anthelmintic macrolide avermectin in Streptomyces avermitilis. Proc. Natl. Acad. Sci. USA. 96:1999;9509-9514.
15. Ishikawa J., 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. Jaoua S., Neff S., Schupp T. Transfer of mobilizable plasmids to Sorangium cellulosum and evidence for their integration into the chromosome. Plasmid. 28:1992;157-165.
17. Kakavas S.J., Katz L., Stassi D. Identification and characterization of the niddamycin polyketide synthase genes from Streptomyces caelestis. J. Bacteriol. 179:1997;7515-7522.
18. Konz D., Marahiel M.A. How do peptide synthetases generate structural diversity? Chem. Biol. 6:1999;R39-R48.
19. Kowalski R.J., Giannakakou P., Hamel E. Activities of the microtubule-stabilizing agents epothilones A and B with purified tubulin and in cells resistant to paclitaxel (Taxol(R)). J. Biol. Chem. 272:1997;2534-2541.
20. Kuhstoss S., Huber M., Turner J.R., Paschal J.W., Rao R.N. Production of a novel polyketide through the construction of a hybrid polyketide synthase. Gene. 183:1996;231-236.
21. Maniatis T., Fritsch E.F., Sambrook J. Molecular Cloning: A Laboratory Manual. second ed. 1989;Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
22. Nielsen J.B., Hsu M.J., Byrne K.M., Kaplan L. Biosynthesis of the immunosuppressant immunomycin: the enzymology of pipecolate incorporation. Biochemistry. 30:1991;5789-5796.
23. Paitan Y., Alon G., Orr E., Ron E.Z., Rosenberg E. The first gene in the biosynthesis of the polyketide antibiotic TA of Myxococcus xanthui codes for a unique PKS module coupled to a peptide synthetase. J. Mol. Biol. 286:1999;465-474.
24. Schupp T., Toupet C., Cluzel B., Neff S., Hill S., Beck J., Ligon J.M. A Sorangium cellulosum (Myxobacterium) gene cluster for the biosynthesis of the macrolide antibiotic soraphen A: cloning, characterization and homology to polyketide synthase genes from actinomycetes. J. Bacteriol. 177:1995;3673-3679.
25. Silakowski B., Schairer H.U., Ehret H., Kunze B., Weinig S., Nordsiek G., Brandt P., Blocker H., Höfle G., Beyer S., Müller R. New lessons for combinatorial biosynthesis from myxobacteria. The myxothiazol biosynthetic gene cluster of Stigmatella aurantiaca DW4/3-1. J. Biol. Chem. 274:1999;37391-37399.
26. Stachelhaus T., Mootz H.D., Marahiel M.A. The specificity-conferring code of adenylation domains in nonribosomal peptide synthetases. Chem. Biol. 6:1999;493-505.
27. Tang L., Shah S., Chung L., Carney J., Katz L., Khosla C., Julien B. Cloning and heterologous expression of the epothilone gene cluster. Science. 287:2000;640-642.
28. Vieira J., Messing J. Production of single-stranded plasmid DNA. Methods Enzymol. 153:1987;3-11.
29. Xue Y., Zhao L., Liu H.W., Sherman D.H. A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity. Proc. Natl. Acad. Sci. USA. 95:1998;12111-12116.