Title: Chondrosine
CAS Registry Number: 499-14-9
CAS Name: 2-Amino-2-deoxy-3-O-b-D-glucopyranurosyl-D-galactose
Additional Names: b-D-glucopyranosyluronic acid 2-deoxy-2-amino-D-galactose
Molecular Formula: C12H21NO11
Molecular Weight: 355.30
Percent Composition: C 40.57%, H 5.96%, N 3.94%, O 49.53%
Literature References: Disaccharide unit of chondroitins 4-sulfate and 6-sulfate. Isoln: Hebting, Biochem. Z. 63, 353 (1914); Levene, J. Biol. Chem. 140, 267 (1941); Wolfrom et al., J. Am. Chem. Soc. 74, 1491 (1952); Davidson, Meyer, ibid. 76, 5686 (1954). Structure: eidem, ibid. 77, 4796 (1955). Synthesis: Takanashi et al., ibid. 84, 3029 (1962). Chondrosine yields on acid hydrolysis chondrosamine (D-galactosamine, q.v.). Prepn and derivatives: Stacey, J. Chem. Soc. 1944, 272; Wolfrom, Onodera, J. Am. Chem. Soc. 79, 4737 (1957).
Properties: Crystals from aq ethanol. [a]D24 +40° (0.05 HCl). [a]D20 +39° (water). Dec on heating.
Optical Rotation: [a]D24 +40° (0.05 HCl); [a]D20 +39° (water)
Derivative Type: Methyl ester hydrochloride
Molecular Formula: C13H24ClNO11
Molecular Weight: 405.78
Percent Composition: C 38.48%, H 5.96%, Cl 8.74%, N 3.45%, O 43.37%
Properties: Crystals from hot ethanol, mp 159-161°. [a]D23 +42° (c = 2 in water).
Melting point: mp 159-161°
Optical Rotation: [a]D23 +42° (c = 2 in water)
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