ArticleJournal of the American Chemical Society2011
Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis.
Article in Journal of the American Chemical Society, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- NonglycosidicSynthetic and systems biotechnology · 2025Article
- Catalytic Mechanism of Nonglycosidic C-N Bond Formation by the Pseudoglycosyltransferase Enzyme VldE.ACS catalysis · 2023Article
- Biochemical Characterization of GacI, a Bifunctional Glycosyltransferase-Phosphatase Enzyme Involved in Acarbose Biosynthesis inBiochemistry · 2022Article
- Complete biosynthetic pathway to the antidiabetic drug acarbose.Nature communications · 2022Article
- Synthesis, biological activity and molecular docking of new tricyclic series as α-glucosidase inhibitors.BMC chemistry · 2019Article
- Glycosylation of acyl carrier protein-bound polyketides during pactamycin biosynthesis.Nature chemical biology · 2019Article
- Biosynthesis and Metabolic Engineering of Pseudo-oligosaccharides.Emerging topics in life sciences · 2018Article
- Evolution and Distribution of CACS chemical biology · 2017Article
- Distinct Substrate Specificity and Catalytic Activity of the Pseudoglycosyltransferase VldE.Chemistry & biology · 2015Article
- Comparative metabolomic analysis of an alternative biosynthetic pathway to pseudosugars in Actinosynnema mirum DSM 43827.Chembiochem : a European journal of chemical biology · 2013Article
- The α-ketoglutarate/Fe(II)-dependent dioxygenase VldW is responsible for the formation of validamycin B.Chembiochem : a European journal of chemical biology · 2012Article
- Evolutionary divergence of sedoheptulose 7-phosphate cyclases leads to several distinct cyclic products.Journal of the American Chemical Society · 2012Article
- Genomic and transcriptomic insights into the thermo-regulated biosynthesis of validamycin in Streptomyces hygroscopicus 5008.BMC genomics · 2012Article
- Mechanistic insights into validoxylamine A 7'-phosphate synthesis by VldE using the structure of the entire product complex.PloS one · 2012Article
- Structural and functional analysis of validoxylamine A 7'-phosphate synthase ValL involved in validamycin A biosynthesis.PloS one · 2012Article
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4 authors.
Funding
Abstract
Glycosyltransferases are ubiquitous in nature. They catalyze a glycosidic bond formation between sugar donors and sugar or nonsugar acceptors to produce oligo/polysaccharides, glycoproteins, glycolipids, glycosylated natural products, and other sugar-containing entities. However, a trehalose 6-phosphate synthase-like protein has been found to catalyze an unprecedented nonglycosidic C-N bond formation in the biosynthesis of the aminocyclitol antibiotic validamycin A. This dedicated 'pseudoglycosyltransferase' catalyzes a condensation between GDP-valienol and validamine 7-phosphate to give validoxylamine A 7'-phosphate with net retention of the 'anomeric' configuration of the donor cyclitol in the product. The enzyme operates in sequence with a phosphatase, which dephosphorylates validoxylamine A 7'-phosphate to validoxylamine A.
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