2-Amino-2-deoxy-D-galactose, CAS:7535-00-4

2-Amino-D-galactose2-Amino-D-galactose?is a bacterial translocation inhibitor that is used as an experimental model to study the relationship between mitochondrial membrane potential and enzyme activities. This compound has been shown to be hepatoprotective in experimental models of hepatitis. It also inhibits the growth of bacteria and fungi by binding to their cell surface and causing disruption of their cell membranes. (2R,3R,4R,5R)-2-Amino-3,4,5,6-tetrahydroxyhexanal has a protective effect against autoimmune diseases such as type 1 diabetes and rheumatoid arthritis. The substance also has an effect on energy metabolism by increasing ATP content in mammalian cells.Title:?D-GalactosamineCAS Registry Number:?7535-00-4CAS Name:?2-Amino-2-deoxy-D-galactoseAdditional Names:?chondrosamine; GalNMolecular Formula:?C6H13NO5Molecular Weight:?179.17Percent Composition:?C 40.22%, H 7.31%, N 7.82%, O 44.65%Literature References:?Amino sugar isolated from chondroitin sulfate,?q.v.:?P. A. Levene, F. B. La Forge,?J. Biol. Chem.?18,?123 (1914). Sepn of?a- and?b-anomers: P. A. Levene,?ibid.?57,?337 (1923). Synthesis: S. P. James?et al.,?Nature?156,?308 (1945)?eidem,?J. Chem. Soc.?1946,?625; R. Kuhn, W. Kirschenlohr,?Ann.?600,?126 (1956); P. A. Gent?et al.,?J. Chem. Soc. Perkin Trans. 1?1972,?277. Chemistry: D. Horton in?The Amino Sugars?Vol. 1A,?R. W. Jeanloz, Ed. (Academic, New York, 1969) pp 133-145. Inducer of exptl hepatitis: D. Keppler?et al.,?Exp. Mol. Pathol.?9,?279 (1968); K. Decker, D. Keppler in?Progress in Liver Diseases?Vol. IV,?H. Popper, F. Schaffner, Eds. (Grune & Stratton, New York, 1972) p 183. Powerful inhibitor of hepatic RNA synthesis: D. Keppler?et al.,?J. Biol. Chem.?249,?211 (1974); T. Anukarahanonta?et al.,?Eur. J. Cancer?16,?1171 (1980).?Derivative Type:?HydrochlorideMolecular Formula:?C6H14ClNO5Molecular Weight:?215.63Percent Composition:?C 33.42%, H 6.54%, Cl 16.44%, N 6.50%, O 37.10%Properties:?Crystals, mp 180? (dec). Shows mutarotation.?a-Form: [a]D23?+124????+93? (water).?b-Form: [a]D23?+47????+93? (water).Melting point:?mp 180? (dec)Optical Rotation:?a-Form: [a]D23?+124????+93? (water);?b-Form: [a]D23?+47????+93? (water)CAS Number7535-00-4Product Name(2R,3R,4R,5R)-2-amino-3,4,5,6-tetrahydroxyhexanalIUPAC Name(2R,3R,4R,5R)-2-amino-3,4,5,6-tetrahydroxyhexanalMolecular FormulaC6H13NO5Molecular Weight179.17 g/molInChIInChI=1S/C6H13NO5/c7-3(1-8)5(11)6(12)4(10)2-9/h1,3-6,9-12H,2,7H2/t3-,4+,5+,6-/m0/s1InChI KeyFZHXIRIBWMQPQF-KCDKBNATSA-NSMILESC(C(C(C(C(C=O)N)O)O)O)OSynonymsGalactosamineCanonical SMILESC(C(C(C(C(C=O)N)O)O)O)OIsomeric SMILESC([C@H]([C@@H]([C@@H]([C@H](C=O)N)O)O)O)O