9877. Uridine

Nomenclature

CAS number: 58-96-8
1-β-d-Ribofuranosyluracil; uracil riboside.
C9H12N2O6; mol wt 244.20.
C 44.27%, H 4.95%, N 11.47%, O 39.31%.

Description and references

Nucleoside; widely distributed in nature. Prepd by hydrolysis of yeast nucleic acid with weak alkali, cf. Levene, Bass, Nucleic Acids (New York, 1931). Improved isolns: Harris, Thomas, J. Chem. Soc. 1948, 1936; Elmore, ibid. 1950, 2084; Lorine, Ploeser, J. Biol. Chem. 178, 439 (1949). Crystal structure: Green et al., Chem. Commun. 1971, 53. Review: Basic Principles in Nucleic Acid Chemistry vol. 1, P. O. P. Ts'o, Ed. (Academic Press, New York, 1974) passim.

Chemical structure

Properties

Needles from dil alc, mp 165°. [α]D20 +4° (c = 2). uv max (pH 7.3): 261, 205 nm (ε × 103 10.1, 9.8), Voet et al., Biopolymers 1, 193 (1963). Sol in water. Upon prolonged refluxing with HCl, furfurol is formed.