6533b7dbfe1ef96bd1270125

RESEARCH PRODUCT

Crystal structures of O-acetylated 2-acylamino-2-deoxy-d-galactose derivatives

Jörg DanielsThomas MikeskaThomas KolterMartin NiegerHeidi Mansikkamäki

subject

Models MolecularAcetylgalactosamineMolecular StructureChemistryStereochemistryOrganic ChemistryGalactoseHydrogen BondingGeneral MedicineCrystal structureCrystallography X-RayBiochemistryAnalytical ChemistryCrystallographyCarbohydrate SequencePyranoseAcetylation2-deoxy-D-galactoseCarbohydrate ConformationCrystallizationMonoclinic crystal system

description

The X-ray structures of 1,3,4,6-tetra-O-acetyl-2-deoxy-alpha-D-galactopyranoside derivatives with four different 2-(acylamino) substituents have been determined with Mo K(alpha) radiation at 123 K. The structure of the 2-acetylamino derivative and of its acyl-homologs with a 2-(propanoylamino)-, 2-(butanoylamino)-, and 2-(2-methyl-propanoylamino)-group crystallized in the monoclinic space group C2. The pyranose unit of all compounds has the usual 4C(1) shape. The different orientations of the 6-O-acetyl-groups are discussed. Conformations of the acylamino-group are compared to those found in the crystal structure of N-acetyl-alpha-D-galactosamine.

https://doi.org/10.1016/s0008-6215(03)00352-5