Guanosine
Title: Guanosine
CAS Registry Number: 118-00-3
Additional Names: 2-Amino-9-b-D-ribofuranosyl-9H-purine-6(1H)-one; guanine riboside; vernine
Molecular Formula: C10H13N5O5
Molecular Weight: 283.24
Percent Composition: C 42.40%, H 4.63%, N 24.73%, O 28.24%
Literature References: Constituent of nucleic acids. Prepn from yeast nucleic acid: P. A. Levene, L. W. Bass, Nucleic Acids (New York, 1931) p 163. Prepn from polynucleotides: P. A. Levene, E. Jorpes, J. Biol. Chem. 86, 389 (1930). Prepn from plants: H. Stendel, E. Peiser in G. Klein, Handbuch der Pflanzenanalyse IV (Vienna, 1933) p 448. Structure: Levene, Tipson, J. Biol. Chem. 97, 491 (1932); Gulland et al., J. Chem. Soc. 1934, 1639; Tsuboi et al., Biochim. Biophys. Acta 55, 1 (1962). Synthesis: Davoll, J. Chem. Soc. 1958, 1593. Tautomerism in aq soln: Miles et al., Science 142, 1458 (1963). Crystal structure and conformation: Bugg et al., Biochem. Biophys. Res. Commun. 3, 436 (1968). Review: Basic Principles in Nucleic Acid Chemistry vol. 1, P. O. P. Ts'o, Ed. (Academic Press, New York, 1974) passim.
 
Derivative Type: Dihydrate
Properties: Needles from water. Anhydr at 110°. Dec 240° in sealed tube (rapid heating). [a]D20 -61° (in water); [a]D24 -72° (c = 0.96 in 0.1N NaOH). uv max (pH 5.5): 188.3, 252.5 nm (e ´ 10-3 26.8, 13.7), Voet et al., Biopolymers 1, 193 (1963). One gram dissolves in 1320 ml water at 18°, in 33 ml boiling water. Soluble in dil mineral acids, in hot acetic acid, and in dil bases. Insol in alcohol, ether, chloroform, benzene.
Optical Rotation: [a]D20 -61° (in water); [a]D24 -72° (c = 0.96 in 0.1N NaOH)
Absorption maximum: uv max (pH 5.5): 188.3, 252.5 nm (e ´ 10-3 26.8, 13.7), Voet et al., Biopolymers 1, 193 (1963)

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