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Keywords
Uridine monophosphate 5'-uridylic acid UMP
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Uridine monophosphate (UMP)
Chemical name 5'-uridylic acid
Cas 58-97-9
Molecular formula C9H13N2O9P
Molecular weight 324.181
Abstract Uridine monophosphate, also known as 5'-uridylic acid and abbreviated UMP, is a nucleotide that is used as amonomer in RNA. It is an ester of phosphoric acid with the nucleoside uridine. UMP consists of the phosphate group, thepentose sugar ribose, and the nucleobase uracil; hence, it is a ribonucleoside monophosphate. Another common shorthand for the molecule is uridylate - the deprotonated form of the molecule, which is predominant in aqueous solution. As asubstituent it takes the form of the prefix uridylyl-. The deoxy form is abbreviated dUMP.
Biosynthesis
Uridine monophosphate is formed from Orotidine 5'-monophosphate (orotidylic acid) 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.[2]
In humans, the orotidylate decarboxylase function is carried out by the protein UMP synthase.[3] Defective UMP synthase can result in orotic aciduria, a metabolic disorder.
Details:
Uridine monophosphate (UMP)
Chemical name 5'-uridylic acid
Cas 58-97-9
Molecular formula C9H13N2O9P
Molecular weight 324.181
Abstract Uridine monophosphate, also known as 5'-uridylic acid and abbreviated UMP, is a nucleotide that is used as amonomer in RNA. It is an ester of phosphoric acid with the nucleoside uridine. UMP consists of the phosphate group, thepentose sugar ribose, and the nucleobase uracil; hence, it is a ribonucleoside monophosphate. Another common shorthand for the molecule is uridylate - the deprotonated form of the molecule, which is predominant in aqueous solution. As asubstituent it takes the form of the prefix uridylyl-. The deoxy form is abbreviated dUMP.
Biosynthesis
Uridine monophosphate is formed from Orotidine 5'-monophosphate (orotidylic acid) 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.[2]
In humans, the orotidylate decarboxylase function is carried out by the protein UMP synthase.[3] Defective UMP synthase can result in orotic aciduria, a metabolic disorder.
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