Synthesis and immunoadjuvant activities of the repeating, disaccharide-dipeptide unit of the bacterial, cell-wall peptidoglycan and of some carbohydrate analogs.

Article abstract of DOI:10.1016/S0008-6215(00)82587-2

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.