title: Sulfatides of Mycobacterium tuberculosis. Synthesis of the core alpha,alpha-trehalose 2-sulfate.
abstract: alpha,alpha-Trehalose 2-sulfate, the core carbohydrate of sulfatides of Mycobacterium tuberculosis, and the 3-sulfate isomer were synthesized by sulfation of 4,6:4',6'-di-O-benzylidene-alpha,alpha-trehalose with pyridine-sulfur trioxide complex to give the 2- and 3-sulfates, which were separated by column chromatography. The ammonium 2-sulfate salt wa was identical with the natural product obtained from the principal sulfatide (SL-I) of M. tuberculosis.
mesh_terms: D002855:Chromatography, Thin Layer; D004187:Disaccharides / Q000138:chemical synthesis*; D009169:Mycobacterium tuberculosis / Q000032:analysis*; D014199:Trehalose / Q000031:analogs & derivatives / Q000138:chemical synthesis*
chemical_list: D004187:Disaccharides; C041663:trehalose 2-sulfate; D014199:Trehalose