9881. 5′-Uridylic Acid

Nomenclature

CAS number: 58-97-9
Uridine 5′-phosphoric acid; uridine 5′-monophosphate; UMP.
C9H13N2O9P; mol wt 324.18.
C 33.34%, H 4.04%, N 8.64%, O 44.42%, P 9.55%.

Description and references

Nucleotide; widely distributed in nature. Synthesis by phosphorylation of 2′,3′-O-benzylidene uridine with diphenyl phosphorochloridate: Brown et al., J. Chem. Soc. 1950, 408; Smith, Biochem. Prep. 8, 130 (1961). Monograph on the synthesis of nucleotides: G. R. Pettit, Synthetic Nucleotides vol. 1 (Van Nostrand Reinhold, New York, 1972) 252 pp. Crystal structure of hydrated barium salt: Shefter, Trueblood, Acta Crystallogr. 18, 1067 (1965). Reviews: see Uridine.

Chemical structure

Properties

Free acid: pKa1′ 6.4, pKa2′ 9.5. uv max (pH 7.0): 262 nm (aM 10,000).

Derivative

Disodium salt dihydrate.
C9H11N2Na2O9P.2H2O; mol wt 404.18.
C 26.74%, H 3.74%, N 6.93%, Na 11.38%, O 43.54%, P 7.66%.

Properties

White powder, characteristic meaty taste. uv max (0.1M HCl): 262 nm (ε 10,000). Soly in water at 20°: about 41 g/100 ml H2O.