D-Ribose
Title: D-Ribose
CAS Registry Number: 50-69-1
Molecular Formula: C5H10O5
Molecular Weight: 150.13
Percent Composition: C 40.00%, H 6.71%, O 53.29%
Literature References: Prepd by hydrolysis of yeast-nucleic acid: Levene, Jacobs, Ber. 42, 1201, 3247 (1909); Levene, Clark, J. Biol. Chem. 46, 19 (1921); Bredereck, Ber. 71, 408 (1938); Bredereck et al., ibid. 73, 956 (1940); Phelps, US 2152662 (1939 to U.S. Gov't); by ion-exchange resin chromatography: Cohn, Science 109, 377 (1949); J. Am. Chem. Soc. 71, 2275 (1949); 72, 1471 (1950). From glucose: Karrer, Helv. Chim. Acta 18, 1435 (1935); Austin, Humoller, J. Am. Chem. Soc. 56, 1152 (1934); Kuhn et al., Ber. 68, 1765 (1935); from nucleosides: Laufer, Charney, US 2379913; US 2379914 (both 1945 to Schwarz Labs.); from D-erythrose: Sowden, J. Am. Chem. Soc. 72, 808 (1950); from L-glutamic acid: Koga et al., Tetrahedron Lett. 1971, 263. Reduction of D-ribonic acid: van Ekenstein, Blanksma, Chem. Zentralbl. 1913, II, 1562; Steiger, Helv. Chim. Acta 19, 189 (1936). Review: Overend, Stacey, in Nucleic Acids vol. I, E. Chargaff, J. N. Davidson, Eds. (Academic Press, New York, 1955) pp 1-80.
Properties: Plates from abs alcohol, mp 87°. Shows complex mutarotation: Phelps et al., J. Am. Chem. Soc. 56, 748 (1934). Final [a]D24 -25° (water). Sol in water, slightly sol in alc.
Melting point: mp 87°
Optical Rotation: [a]D24 -25° (water)
 
Derivative Type: Phenylosazone
Molecular Formula: C17H20N4O3
Molecular Weight: 328.37
Percent Composition: C 62.18%, H 6.14%, N 17.06%, O 14.62%
Properties: Yellow needles from pyridine + water, mp 163-164°.
Melting point: mp 163-164°
 
Derivative Type: Methyl-D-riboside
Properties: Crystals from ethyl acetate, mp 83-84°. [a]D20 -113.6° (p = 3), Minsaas, Ann. 512, 286 (1934).
Melting point: mp 83-84°
Optical Rotation: [a]D20 -113.6° (p = 3), Minsaas, Ann. 512, 286 (1934)

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