ArticleBiochemistry2010
Glycal formation in crystals of uridine phosphorylase.
Article in Biochemistry, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed, 19 citations in OpenAlex.
- Binding Pattern and Structural Interactome of the Anticancer Drug 5-Fluorouracil: A Critical Review.International journal of molecular sciences · 2024Review
- Human 2'-Deoxynucleoside 5'-PhosphateBiochemistry · 2023Article
- Structural and catalytic analysis of two diverse uridine phosphorylases in Phytophthora capsici.Scientific reports · 2020Article
- Crystal Structure of Schistosoma mansoni Adenosine Phosphorylase/5'-Methylthioadenosine Phosphorylase and Its Importance on Adenosine Salvage Pathway.PLoS neglected tropical diseases · 2016Article
- The Pseudouridine Synthases Proceed through a Glycal Intermediate.Journal of the American Chemical Society · 2016Article
- Crystallization of uridine phosphorylase from Shewanella oneidensis MR-1 in the laboratory and under microgravity and preliminary X-ray diffraction analysis.Acta crystallographica. Section F, Structural biology and crystallization communications · 2012Article
- A novel structural mechanism for redox regulation of uridine phosphorylase 2 activity.Journal of structural biology · 2011Article
- Article
- The products of 5-fluorouridine by the action of the pseudouridine synthase TruB disfavor one mechanism and suggest another.Journal of the American Chemical Society · 2011Article
- The crystal structure of Streptococcus pyogenes uridine phosphorylase reveals a distinct subfamily of nucleoside phosphorylases.Biochemistry · 2011Article
- Article
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Authors and funding
9 authors at 3 institutions in 1 country.
Funding
Abstract
Uridine phosphorylase is a key enzyme in the pyrimidine salvage pathway. This enzyme catalyzes the reversible phosphorolysis of uridine to uracil and ribose 1-phosphate (or 2'-deoxyuridine to 2'-deoxyribose 1-phosphate). Here we report the structure of hexameric Escherichia coli uridine phosphorylase treated with 5-fluorouridine and sulfate and dimeric bovine uridine phosphorylase treated with 5-fluoro-2'-deoxyuridine or uridine, plus sulfate. In each case the electron density shows three separate species corresponding to the pyrimidine base, sulfate, and a ribosyl species, which can be modeled as a glycal. In the structures of the glycal complexes, the fluorouracil O2 atom is appropriately positioned to act as the base required for glycal formation via deprotonation at C2'. Crystals of bovine uridine phosphorylase treated with 2'-deoxyuridine and sulfate show intact nucleoside. NMR time course studies demonstrate that uridine phosphorylase can catalyze the hydrolysis of the fluorinated nucleosides in the absence of phosphate or sulfate, without the release of intermediates or enzyme inactivation. These results add a previously unencountered mechanistic motif to the body of information on glycal formation by enzymes catalyzing the cleavage of glycosyl bonds.
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