Demonstration that the galactosyl and arabinosyl residues in the cell-wall arabinogalactan of Mycobacterium leprae and Mycobacterium tuberculosis are furanoid.
By a complex process involving methylation, partial hydrolysis with acid, reduction with sodium borodeuteride, ethylation, further hydrolysis and reduction, and subsequent capillary gas-liquid chromatography-mass spectrometry of the derived alditol acetates, it was established that the arabinogalactans of Mycobacterium leprae and Mycobacterium tuberculosis contain arabinofuranyosyl and galactofuranosyl residues exclusively. Thus, the covalently bound, highly immunogenic arabinogalactan of mycobacteria, and presumably of other actinomycetes, is highly unusual, in that all of the glycosyl residues are in the furanoid form. Furthermore, by establishing that the galactofuranosyl residues are either 5-, 6-, or 5,6-linked, their linkage pattern was established, and the literature is corrected on this point.
D001089:Arabinose; D002236:Carbohydrate Conformation; D002473:Cell Wall / Q000032:analysis; D005685:Galactans; D005690:Galactose; D008401:Gas Chromatography-Mass Spectrometry; D006868:Hydrolysis; D008745:Methylation; D009166:Mycobacterium leprae / Q000032:analysis*; D009169:Mycobacterium tuberculosis / Q000032:analysis*; D009904:Optical Rotation; D011135:Polysaccharides, Bacterial
D005685:Galactans; D011135:Polysaccharides, Bacterial; D001089:Arabinose; C005653:arabinogalactan; D005690:Galactose