Uridine monophosphate
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| Uridine monophosphate | |
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| Identifiers | |
| CAS number | [58-97-9] |
| PubChem | |
| MeSH | |
| SMILES | C1=CN(C(=O)NC1=O) C2C(C(C(O2)COP(=O)(O)O)O)O |
| Properties | |
| Molecular formula | C9H13N2O9P |
| Molar mass | 324.181 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Uridine monophosphate, also known as 5'-uridylic acid and abbreviated UMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside uridine. UMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase uracil. Another common shorthand for the molecule is uridylate - the deprotonated form of the molecule, which is predominant in aqueous solution.
[edit] Biosynthesis
Uridine monophosphate is formed from orotidylic acid (orotidine 5'-monophosphate) in a decarboxylation reaction catalyzed by the enzyme orotidylate decarboxylase. Uncatalyzed, the decarboxylation reaction is extremely slow (estimated to occur on average one time per 78 million years). Adequately catalyzed, the reaction takes place once per second, an increase of 1017-fold. [1]
In humans, the orotidylate decarboxylase function is carried out by the protein UMP synthase. [2] Defective UMP synthase can result in orotic aciduria, a metabolic disorder.
[edit] References
- ^ Berg J, Tymoczko JL, Stryer L (2006). Biochemistry, 6th ed., San Francisco: W. H. Freeman. ISBN 0716787245.
- ^ Analysis of UMP synthase gene and mRNA structure in hereditary orotic aciduria fibroblasts
[edit] See also
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