- Orotidine
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Orotidine 4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-
2,6-dioxo-3-beta-D-ribofuranosyl-Other names3-Ribofuranosylorotic acid, 6-Carboxyuridine, orotate ribosideIdentifiers CAS number 314-50-1 PubChem 92751 ChemSpider 83729 Jmol-3D images Image 1 - O=C(O)C=1N(C(=O)NC(=O)C=1)[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO
Properties Molecular formula C10H12N2O8 Molar mass 288.213 g/mol Density x.xxx g/cm3 Melting point 200°C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Orotidine is a nucleoside formed by attaching orotic acid to a ribose ring via a β-N1-glycosidic bond. It is found in bacteria, fungi and plants. It was first isolated in 1951 from the fungus Neurospora by A. Michael Michelson, William Drell, and Herschel K. Mitchell.[1] In humans, orotidine occurs as its 5'-phosphate (orotidylic acid), which is an intermediate in pyrimidine nucleotide biosynthesis (cytidine and uridine) that are found in nucleic acids. Orotidine itself is not a component of nucleic acid. Large amounts of orotidine are excreted in the urine of cancer patients treated with 6-azauridine.
The symbol commonly used for orotidine is O or Ord.
Note
- ^ A. Michael Michelson, William Drell, Herschel K. Mitchell (1951). "A new ribose nucleoside from Neurospora: "orotidine"". Proc Natl Acad Sci USA 37 (7): 396–399. doi:10.1073/pnas.37.7.396. PMC 1063384. PMID 14853953. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1063384. Full text at PMC: 1063384 Free full text at PNAS
Categories:- Nucleosides
- Pyrimidinediones
- Ribosides
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