title: Pneumococcal C-substance, a ribitol teichoic acid containing choline phosphate.
abstract: 1. Pneumococcal C-substance was isolated from the non-capsulated Pneumococcus 1-192R, A.T.C.C. 12213, by extraction with trichloroacetic acid solution followed by chromatography on DEAE-cellulose (HCO(3) (-) form). 2. The polymer contains 7.0% of phosphorus and 6.0% of nitrogen and is composed of phosphate, N-acetyl-d-galactosamine, d-glucose, N-acetyldiaminotrideoxyhexose, ribitol and choline in the molecular proportions 2:1:1:1:1:1. 3. After acid hydrolysis, d-galactosamine hydrochloride and galactosamine 6-phosphate were isolated in crystalline form and crystalline derivatives of d-glucose and anhydroribitol were obtained. A product of partial acid hydrolysis was provisionally characterized as 6'-O-phosphoryl-[O-beta-d-galactosaminyl-(1'-->6)-d-glucose]. 4. C-substance contains free amino groups accessible to attack by 1-fluoro-2,4-dinitrobenzene and nitrous acid. 5. Choline phosphate and ribitol phosphate are units in the polymer. 6. Treatment with hot alkali gave a fragment comprising phosphate, d-galactosamine, d-glucose, diaminotrideoxyhexose and ribitol in the molecular proportions 2:1:1:1:1. 7. After selective N-acetylation, the fragment contained one of its phosphate groups as a phosphomonoester and one as a phosphodiester, shown by potentiometric titration and by treatment with a phosphomonoesterase. 8. C-substance from seven other strains of Pneumococcus possesses a structure common to that described for the strain 1-192R. 9. Capsular materials from 26 different strains of Pneumococcus were analysed for suspected contamination by C-substance. In 19 cases the presence of C-substance with the normal structure was demonstrated, and in the remaining seven cases the contaminating C-substance was probably similarly constituted. 10. F-substance was isolated and the associated fatty acid material analysed.
mesh_terms: D000143:Acids; D000468:Alkalies; D002473:Cell Wall / Q000032:analysis; D002794:Choline / Q000032:analysis*; D002845:Chromatography; D005227:Fatty Acids / Q000032:analysis; D005690:Galactose / Q000032:analysis; D005947:Glucose / Q000032:analysis; D006595:Hexosamines / Q000032:analysis; D009584:Nitrogen / Q000032:analysis; D010428:Pentosephosphates / Q000032:analysis*; D010710:Phosphates / Q000032:analysis; D010758:Phosphorus / Q000032:analysis; D011135:Polysaccharides, Bacterial / Q000032:analysis*; D012266:Ribose / Q000032:analysis; D013296:Streptococcus pneumoniae / Q000032:analysis*; D014238:Trichloroacetic Acid
chemical_list: D000143:Acids; D000468:Alkalies; D005227:Fatty Acids; D006595:Hexosamines; D010428:Pentosephosphates; D010710:Phosphates; D011135:Polysaccharides, Bacterial; D010758:Phosphorus; D014238:Trichloroacetic Acid; D012266:Ribose; D005947:Glucose; D009584:Nitrogen; D002794:Choline; D005690:Galactose