Uridine monophosphate
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Uridine monophosphate (UMP), also known as 5′-uridylic acid (conjugate base uridylate), is a nucleotide that is used as a monomer 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; hence, it is a ribonucleotide monophosphate. As a substituent or radical its name takes the form of the prefix uridylyl-. The deoxy form is abbreviated dUMP. Covalent attachment of UMP (e.g., to a protein such as adenylyltransferase) is called uridylylation (or sometimes uridylation).[2]
Quick Facts Names, Identifiers ...
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IUPAC name
[(2R,3S,4R,5R)-5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate | |
Other names
Uridylic acid; Uridine 5'-monophosphate; 5'-Uridylic acid; Uridine 5'-phosphate; Uridine phosphate; 5'-UMP; Uridine 5'-phosphoric acid | |
Identifiers | |
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3D model (JSmol) |
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ECHA InfoCard | 100.000.371 |
MeSH | Uridine+monophosphate |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C9H13N2O9P | |
Molar mass | 324.182 g·mol−1 |
Melting point | 202 °C (396 °F; 475 K) (decomposes)[1] |
good, also in methanol [1] | |
Acidity (pKa) | 1.0, 6.4, 9.5 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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