The action of nitrous acid on C-teichoic acid (C-substance) from the walls of Diplococcus pneumoniae.
1. C-teichoic acid (C-substance) from the walls of Diplococcus pneumoniae contained free amino groups accessible to attack by nitrous acid. Treatment with nitrous acid, followed by reduction with borohydride and hydrolysis with acid, gave ribitol, glucitol and their respective phosphates. 2. Hydrolysis of the polymer with alkali followed by treatment of products with nitrous acid yielded glucose. 3. When alkali hydrolysis was followed by treatment with a phosphomonoesterase, nitrous acid degradation of C-substance yielded glucose and a disaccharide identified as 2-O-(N-acetylgalactosaminyl)-d-ribitol. 4. A partial structure for C-teichoic acid was deduced in which the order of the constituent residues and the position of phosphodiester linkages were established.
D001894:Borohydrides; D002241:Carbohydrates / Q000032:analysis; D002473:Cell Wall; D002794:Choline / Q000032:analysis; D002852:Chromatography, Ion Exchange; D002854:Chromatography, Paper; D005688:Galactosamine / Q000032:analysis; D006863:Hydrogen-Ion Concentration; D009573:Nitrites; D010084:Oxidation-Reduction; D010428:Pentosephosphates / Q000032:analysis; D010744:Phosphoric Monoester Hydrolases; D013296:Streptococcus pneumoniae / Q000166:cytology*; D013682:Teichoic Acids
D001894:Borohydrides; D002241:Carbohydrates; D009573:Nitrites; D010428:Pentosephosphates; D013682:Teichoic Acids; D005688:Galactosamine; D010744:Phosphoric Monoester Hydrolases; D002794:Choline