Biosynthesis of Glycosylated Derivatives of Tylosin in Streptomyces venezuelae |
Han, Ah-Reum
(Interdisciplinary Programs of Bioengineering, Seoul National University)
Park, Sung-Ryeol (Department of Chemistry and Nano Science, Ewha Womans University) Park, Je-Won (Department of Chemistry and Nano Science, Ewha Womans University) Lee, Eun-Yeol (Department of Chemical Engineering, College of Engineering, Kyung Hee University) Kim, Dong-Myung (Department of Fine Chemical Engineering and Applied Chemistry, Chungnam National University) Kim, Byung-Gee (Interdisciplinary Programs of Bioengineering, Seoul National University) Yoon, Yeo-Joon (Department of Chemistry and Nano Science, Ewha Womans University) |
1 | Rodríguez, L., I. Aguirrezabalaga, N. Allende, A. F. Braña, C. Méndez, and J. A. Salas. 2002. Engineering deoxysugar biosynthetic pathways from antibiotic-producing microorganisms. A tool to produce novel glycosylated bioactive compounds. Chem. Biol. 9: 721-729. DOI |
2 | Salas, J. A. and C. Méndez. 2007. Engineering the glycosylation of natural products in actinomycetes. Trends Microbiol. 15: 219-232. DOI ScienceOn |
3 | Toshima, K. 2006. Novel glycosylation methods and their application to natural products synthesis. Carbohydr. Res. 341: 1282-1297. DOI ScienceOn |
4 | Yoon, Y. J., J. B. Beck, B. S. Kim, H. Y. Kang, K. A. Reynolds, and D. H. Sherman. 2002. Generation of multiple bioactive macrolides by hybrid modular polyketide synthases in Streptomyces venezuelae. Chem. Biol. 9: 203-214. DOI ScienceOn |
5 | Zhao, L., N. L. S. Que, Y. Xue, D. H. Sherman, and H. W. Liu. 1998. Mechanistic studies of desosamine biosynthesis: C-4 deoxygenation precedes C-3 transamination. J. Am. Soc. Chem. 120: 12159-12160. DOI ScienceOn |
6 | Borisova, S. A., L. Zhao, D. H. Sherman, and H. W. Liu. 1999. Biosynthesis of desosamine: Construction of a new macrolide carrying a genetically designed sugar moiety. Org. Lett. 1: 133- 136. DOI ScienceOn |
7 | Borisova, S. A., C. Zhang, H. Takahashi, H. Zhang, A. W. Wong, J. S. Thorson, and H. W. Liu. 2006. Substrate specificity of the macrolide-glycosylating enzyme pair DesVII/DesVIII: Opportunities, limitations, and mechanistic hypotheses. Angew Chem. Int. Ed. Engl. 45: 2748-2753. DOI ScienceOn |
8 | Chu, D. T. 1999. Recent progress in novel macrolides, quinolones, and 2-pyridones to overcome bacterial resistance. Med. Res. Rev. 19: 497-520. DOI ScienceOn |
9 | Corcoran, J. W., M. L. Huber, and F. M. Huber. 1977. Relationship of ribosomal binding and antibacterial properties of tylosin-type antibiotics. J. Antibiot. (Tokyo) 30: 1012-1014. DOI |
10 | Hong, J. S. J., S. H. Park, C. Y. Choi, J. K. Sohng, and Y. J. Yoon. 2004. New olivosyl derivatives of methymycin/pikromycin from an engineered strain of Streptomyces venezuelae. FEMS Microbiol. Lett. 238: 291-299. DOI ScienceOn |
11 | Jung, W. S., A. R. Han, J. S. J. Hong, S. R. Park, C. Y. Choi, J. W. Park, and Y. J. Yoon. 2007. Bioconversion of 12-, 14-, and 16-membered ring aglycones to glycosylated macrolides in an engineered strain of Streptomyces venezuelae. Appl. Microbiol. Biotechnol. 76: 1373-1381. DOI ScienceOn |
12 | Langenhan, J. M., B. R. Griffith, and J. S. Thorson. 2005. Neoglycorandomization and chemoenzymatic glycorandomization: Two complementary tools for natural product diversification. J. Nat. Prod. 68: 1696-1711. DOI ScienceOn |
13 | Park, S. R., A. R. Han, Y. H. Ban, Y. J. Yoo, E. J. Kim, and Y. J. Yoon. 2010. Genetic engineering of macrolide biosynthesis: Past advances, current state, and future prospects. Appl. Microbiol. Biotechnol. 85: 1227-1239. DOI ScienceOn |
14 | Lee, S. K., J. W. Park , J. W. Kim, W. S. Jung, S. R. Park, C. Y. Choi, et al. 2006. Neopikromycin and novapikromycin from the pikromycin biosynthetic pathway of Streptomyces venezuelae. J. Nat. Prod. 69: 847-849. DOI ScienceOn |
15 | O'Hagan, D. 1991. The Polyketide Metabolites. Ellis Horwood, Chichester. |