Synthesis and immunoadjuvant activities of the repeating, disaccharide-dipeptide unit of the bacterial, cell-wall peptidoglycan and of some carbohydrate analogs.
The repeating disaccharide-dipeptide units of the bacterial, cell-wall peptidoglycan, one being O-(N-acetyl-beta-muramoyl-L-alanyl-D-isoglutamine)-(1 leads to 4)-2-acetamido-2-deoxy-D-glucose, and the other, O-(2-acetamido-2-deoxy-beta-D-glucosyl)-(1 leads to 4)-N-acetyl-muramoyl-L-alanyl-D-isoglutamine, have been synthesized. Some carbohydrate analogs, such as O-(N-acetyl-beta-muramoyl-L-alanyl-D-isoglutamine)-(1 leads to 4)-N-acetylmuramoyl-L-alanyl-D-isoglutamine, O-beta-D-glucosyl-(1 leads to 4)-N-acetylmuramoyl-L-alanyl-D-isoglutamine, and O-(6-acetamido-6-deoxy-beta-D-glucosyl)-(1 leads to 4)-N-acetylmuramoyl-L-alanyl-D-isoglutamine, were also synthesized. Their immunoadjuvant activities were examined in guinea-pigs.
D000276:Adjuvants, Immunologic; D000818:Animals; D002473:Cell Wall / Q000276:immunology*; D004151:Dipeptides / Q000138:chemical synthesis*; D004187:Disaccharides / Q000138:chemical synthesis*; D006168:Guinea Pigs; D007202:Indicators and Reagents; D008722:Methods; D009842:Oligopeptides / Q000138:chemical synthesis; D010457:Peptidoglycan / Q000276:immunology*
D000276:Adjuvants, Immunologic; D004151:Dipeptides; D004187:Disaccharides; D007202:Indicators and Reagents; D009842:Oligopeptides; D010457:Peptidoglycan