2215. Chondrosine
Nomenclature
CAS number: 499-14-9
2-Amino-2-deoxy-3-O-β-d-glucopyranurosyl-d-galactose; β-d-glucopyranosyluronic acid 2-deoxy-2-amino-d-galactose. C12H21NO11; mol wt 355.30.
C 40.57%, H 5.96%, N 3.94%, O 49.53%.
Description and 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. [α]D24 +40° (0.05 HCl). [α]D20 +39° (water). Dec on heating.Derivative
Methyl ester hydrochloride.C13H24ClNO11; mol wt 405.78.
C 38.48%, H 5.96%, Cl 8.74%, N 3.45%, O 43.37%.