title: Hydrazinolysis and nitrous acid deamination of the carbohydrate moiety of alpha1-acid glycoprotein.
abstract: Hydrazinolysis followed by nitrous acid deamination of alpha1-acid glycoprotein gave acidic and neutral mono- and oligo-saccharides that contain 2,5-anhydro-D-mannose as reducing residue: alpha-D-Manp-(1 leads to 3)-[alpha-D-Manp-(1 leads to 6)]-beta-D-Manp-(1 leads to 4)-2,5-anhydro D-mannose (1), beta D-Galp-(1 leads to 4)-2,5-anhydro-D-mannose (3), 2,5-anhydro-D-mannose, and two N-acetylneuraminic acid-containing oligosaccharides having the common partial sequence: NeuNAc-(2 leads to ?)-[BETA-D-Galp-(1 leads to 4)-2,5-anhydro-D-mannose] (5). This specific cleavage of 2-amino-s-deoxy-D-glucosyl linkages released almost quantitatively a very limited number of saccharides. Reduction with sodium borotritide of the products of cleavage allowed the precise determination of the molar proportion of 1, 3, and free 2,5-anhydro-D-mannose.
mesh_terms: D001665:Binding Sites; D055598:Chemical Phenomena; D002621:Chemistry; D003641:Deamination; D005690:Galactose / Q000032:analysis; D006023:Glycoproteins; D006834:Hydrazines; D008358:Mannose / Q000032:analysis; D008968:Molecular Conformation; D009608:Nitrous Acid; D009844:Oligosaccharides / Q000032:analysis; D012794:Sialic Acids / Q000032:analysis
chemical_list: D006023:Glycoproteins; D006834:Hydrazines; D009844:Oligosaccharides; D012794:Sialic Acids; D008358:Mannose; D009608:Nitrous Acid; D005690:Galactose