Heterologous production and detection of recombinant directing 2-deoxystreptamine (DOS) in the non-aminoglycoside-producing host Streptomyces venezuelae YJ003

Journal of Microbiology and Biotechnology

Volumn 18, Issue 5, 2008, Pages 866-873

  Kurumbang, Nagendra Prasad ^a   Oh, Tae Jin ^a   Liou, Kwangkyoung ^a   Sohng, Jae Kyung ^a  

^a SunMoon University   (South Korea)

Author keywords

2 deoxystreptamine; Aminoglycoside; Heterologous expression; Neomycin; Streptomyces venezuelae

Indexed keywords

2 DEOXY SCYLLO INOSOSE AMINOTRANSFERASE; 2 DEOXY SCYLLO INOSOSE SYNTHETASE; 2 DEOXYSTREPTAMINE; AMINOGLYCOSIDE; AMINOTRANSFERASE; GLUTAMINE; NEOMYCIN; NEOMYCIN 5; NEOMYCIN 6; NEOMYCIN 7; OXIDOREDUCTASE; RECOMBINANT 2 DEOXYSTREPTAMINE; SYNTHETASE;

ARTICLE; BACTERIAL STRAIN; BIOTECHNOLOGICAL PRODUCTION; CONTROLLED STUDY; ELECTROSPRAY MASS SPECTROMETRY; EXPRESSION VECTOR; GENE CLUSTER; GENE FUNCTION; GENETIC TRANSFORMATION; HETEROLOGOUS EXPRESSION; LIQUID CHROMATOGRAPHY; MOLECULAR CLONING; NONHUMAN; POLYAMINE SYNTHESIS; STREPTOMYCES VENEZUELAE;

AMINOGLYCOSIDES; BIOSYNTHETIC PATHWAYS; GENE EXPRESSION; GENETIC ENGINEERING; HEXOSAMINES; MASS SPECTROMETRY; PLASMIDS; RECOMBINANT PROTEINS; STREPTOMYCES;

STREPTOMYCES; STREPTOMYCES VENEZUELAE;

EID: 50249136479     PISSN: 10177825     EISSN: 17388872     Source Type: Journal    
DOI: None     Document Type: Article

References (27)

1. Hong, J. S., S. H. Park, C. Y. Choi, J. K. Sohng, and Y. J. Yoon. 2004. New olyvosyl derivatives of methymycin/pikromycin from an engineered strain of Streptomyces venezuelae. FEMS Microbiol. Lett. 238: 392-399.
2. Hong, J. S., W. S. Jung, S. K. Lee, W. S. Koh, H. S. Park, S. J. Park, Y. S. Kim, and Y. J. Yoon. 2005. The role of a second protein (DesVIII) in glycosylation for the biosynthesis of hybrid macrolide antibiotics in Streptomyces venezuelae. J. Microbiol. Biotechnol. 15: 640-645.
3. Huang, F., S. F. Haydock, T. Mironenko, D. Spiteller, Y. Li, and J. B. Spencer. 2005. The neomycin biosynthetic gene cluster of Streptomyces fradiae NCIMB 8233: Characterization of an aminotransferase involved in the formation of 2-deoxystreptamine. Org. Biomol. Chem. 3: 1410-1419.
4. Kharel, M. K., B. Subba, D. B. Basnet, J. S. Woo, H. C. Lee, K. Liou, and J. K. Sohng. 2004. A gene cluster for biosynthesis of kanamycin from Streptomyces kanamyceticus: Comparison with gentamicin biosynthetic gene cluster. Arch. Biochem. Biophys. 429: 204-214.
5. Kieser, T., M. J. Bibb, M. J. Buttner, K. F. Chater, and D. A. Hopwood. 2000. Practical Streptomyces Genetics. John Innes Foundation, Norwich, U.K.
6. Kudo, F., Y. Hosomi, H. Tamegai, and K. Kakinuma. 1999. Purification and characterization of 2-deoxy-scyllo-inosose synthase derived from Bacillus circulans: A crucial carbocyclization enzyme in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics. J. Antibiot. 52: 81-88.
7. Kudo, F., M. Numakura, H. Tamegai, H. Yamamoto, T. Eguchi, and K. Kakinuma. 2005. Extended sequence and functional analysis of the butirosin biosynthetic gene cluster in Bacillus circulans SANK 72073. J. Antibiot. 58: 373-379.
8. Kudo, F., Y. Yamamoto, K. Yokoyama, T. Eguchi, and K. Kakinuma. 2005. Biosynthesis of 2-deoxystreptamine by three crucial enzymes in Streptomyces fradiae NBRC 12773. J. Antibiot. 58: 766-774.
9. Kwon, Y. J. 2006. Studies on the binding affinity of aminoglycoside antibiotics to the HIV-1 Rev responsive element for designing potential antiviral agents. J. Microbiol. Bioechnol. 16: 109-117.
10. Lee, S.-K., J.-W. Park, S.-R. Park, J.-S. Ahn, C.-Y. Choi, and Y. J. Yoon. 2006. Hydroxylation of indole by PikC cytochrome P450 from Streptomyces venezuelae and engineering its catalytic activity by site-directed mutagenesis. J. Microbiol. Biotechnol. 16: 974-978.
11. Litovchick, A., A. Lapidot, M. Eisenstein, A. Kalinkovich, and G. Borkow. 2001. Neomycin B-arginine conjugate, a novel HIV-1 Tat antagonist: Synthesis and anti-HIV activities. Biochemistry 40: 15612-15623.
12. Liu, X., J. R. Thomas, and P. J. Hergenrother. 2004. Deoxystreptamine dimers bind to RNA hairpin loops. J. Am. Chem. Soc. 126: 9196-9197.
13. Li, Y., N. M. Llewellyn, R. Giri, F. Huang, and J. B. Spencer. 2005. Biosynthesis of the unique amino acid side chain of butirosin: Possible protective-group chemistry in an acyl carrier protein-mediated pathway. Chem. Biol. 12: 665-675.
14. Llewellyn, N. M. and J. B. Spencer. 2006. Biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics. Nat. Prod. Rep. 23: 864-874.
15. Park, N.-S., H.-J. Park, K. Han, and E.-S. Kim. 2006. Heterologous expression of novel cytochrome P450 hydroxylase genes from Sebekia benihana. J. Microbiol. Biotechnol. 16: 295-298.
16. Patricia, M. F. and T. Mahmud. 2006. Biosynthesis of aminocyclitol-aminoglycoside antibiotics and related compounds. Nat. Prod. Rep. 24: 358-392.
17. 13C into neomycin. J. Am. Chem. Soc. 96: 2263-2265.
18. Sambrook, J. and D. W. Russell. 2001. Molecular Cloning: A Laboratory Manual, 3rd Ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
19. Seo, M.-J., E.-M. Im, D. Singh, A. Rajkarnikar, H.-J. Kwon, C.-G. Hyun, J.-W. Suh, Y.-R. Pyun, and S.-O. Kim. 2006. Characterization of D-glucose α-1-phosphate uridylyltransferase (VldB) and glucokinase (VldC) involved in validamycin biosynthesis of Streptomyces hygroscopicus var. limoneus KCCM 11405. J. Microbiol. Biotechnol. 16: 1311-1315.
20. Stead, D. A. and R. M. E. Richards. 1997. Sensitive high-performance liquid chromatography assay for aminoglycosides in biological matrices enables the direct estimation of bacterial drug uptake. J. Chromatogr. B 693: 415-421.
21. Sthapit, B., T.-J. Oh, R. Lamichhane, K. Liou, H. C. Lee, C. G. Kim, and J. K. Sohng. 2004. Neocarzinostatin naphthoate synthase: An unique iterative type I PKS from neocarzinostatin producer Streptomyces carzinostaticus. FEBS Lett. 556: 201-206.
22. Subba, B., M. K. Kharel, H. C. Lee, K. Liou, B. G. Kim, and J. K. Sohng. 2005. The ribostamycin biosynthetic gene cluster in Streptomyces ribosidificus: Comparison with butirosin biosynthesis. Mol. Cells 20: 90-96.
23. Sztaricskai, P. 2001. The fight against bacteria: The antibiotics policy. Acta Pharm. Hung. 71: 89-98.
24. Tok, J. B., L. J. Dunn, and R. C. Des Jean. 2001. Binding of dimeric aminoglycosides to the HIV-1 rev responsive element (RRE) RNA construct. Bioorg. Med. Chem. Lett. 11: 1127-1131.
25. Woo, P. W. K., H. W. Dion, and Q. R. Bartz. 1971. Butirosins A and B, aminoglycoside antibiotics. III. Structures. Tetrahedron Lett. 12: 2625-2628.
26. Xue, Y., L. Zhao, H. W. Liu, and D. H. Sherman. 1998. A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: Architecture of metabolic diversity. Proc. Natl. Acad. Sci. USA 95: 12111-12116.
27. Zhao, X. Q., K. R. Kim, L. W. Sang, S. H. Kang, Y. Y. Yang, and J. W. Suh. 2005. Genetic organization of a 50-kb gene cluster isolated from Streptomyces kanamyceticus for kanamycin biosynthesis and characterization of kanamycin acetyltransferase. J. Microbiol. Biotechnol. 15: 346-353.