Title: Turanose
CAS Registry Number: 547-25-1
CAS Name: 3-O-a-D-Glucopyranosyl-D-fructose
Additional Names: 3-(a-D-glucosido)-D-fructose
Molecular Formula: C12H22O11
Molecular Weight: 342.30
Percent Composition: C 42.11%, H 6.48%, O 51.41%
Literature References: Prepd from melezitose: Tanret, Compt. Rend. 142, 1424 (1906); Bridel, Aagard, Bull. Soc. Chim. Biol. 9, 884 (1927); Hudson, Pacsu, J. Am. Chem. Soc. 52, 2522 (1930); Pacsu in Methods in Carbohydrate Chemistry vol. I (Academic Press, New York, 1962) p 353. Structure: Isbell, Pigman, J. Res. Natl. Bur. Stand. 20, 787 (1938); Isbell, ibid. 26, 35 (1941); Hudson, J. Org. Chem. 9, 117, 470 (1944); Hassid, Ballou in The Carbohydrates, W. Pigman, Ed. (Academic Press, New York, 1957) p 508. Crystal structure: A. Neuman et al., Acta Crystallogr. B34, 242 (1978).
Properties: Nonhygroscopic prisms from water + alc. Very sweet taste. Dec 157°. Shows mutarotation. [a]D20 +27.3° ® +75.8° (c = 4 in water). Freely sol in water, methanol. One gram dissolves in 19 ml of 95% alc. Acid hydrolysis yields 1 mol D-glucose and 1 mol D-fructose. Reducing power about ½ of D-glucose.
Optical Rotation: [a]D20 +27.3° ® +75.8° (c = 4 in water) |