ArticleOrganic & biomolecular chemistry2011
Characterization of the TDP-D-ravidosamine biosynthetic pathway: one-pot enzymatic synthesis of TDP-D-ravidosamine from thymidine-5-phosphate and glucose-1-phosphate.
Article in Organic & biomolecular chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Enzymatic Synthesis of the C-Glycosidic Moiety of Nogalamycin R.ACS chemical biology · 2018Article
- A comprehensive review of glycosylated bacterial natural products.Chemical Society reviews · 2015Review
- Arginine-rhamnosylation as new strategy to activate translation elongation factor P.Nature chemical biology · 2015Article
- Multiplexed in vivo His-tagging of enzyme pathways for in vitro single-pot multienzyme catalysis.ACS synthetic biology · 2012Article
- Angucyclines: Biosynthesis, mode-of-action, new natural products, and synthesis.Natural product reports · 2012Review
- Investigating Mithramycin deoxysugar biosynthesis: enzymatic total synthesis of TDP-D-olivose.Chembiochem : a European journal of chemical biology · 2011Article
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3 authors.
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Abstract
Ravidomycin V and related compounds, e.g., FE35A-B, exhibit potent anticancer activities against various cancer cell lines in the presence of visible light. The amino sugar moieties (D-ravidosamine and its analogues, respectively) in these molecules contribute to the higher potencies of ravidomycin and analogues when compared to closely related compounds with neutral or branched sugars. Within the ravidomycin V biosynthetic gene cluster, five putative genes encoding NDP-D-ravidosamine biosynthetic enzymes were identified. Through the activities of the isolated enzymes in vitro, it is demonstrated that ravD, ravE, ravIM, ravAMT and ravNMT encode TDP-D-glucose synthase, TDP-4-keto-6-deoxy-D-glucose-4,6-dehydratase, TDP-4-keto-6-deoxy-D-glucose-3,4-ketoisomerase, TDP-3-keto-6-deoxy-D-galactose-3-aminotransferase, and TDP-3-amino-3,6-dideoxy-D-galactose-N,N-dimethyl-transferase, respectively. A protocol for a one-pot enzymatic synthesis of TDP-D-ravidosamine has been developed. The results presented here now set the stage to produce TDP-D-ravidosamine routinely for glycosylation studies.
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