In the course of an investigation2 on the relationship between the immunoadjuvant activity and the structure of the carbohydrate moiety in N-acetylmuramoyl-L-alanyl-D-isoglutamine (MDP), which is the minimal, immunoadjuvant-active component of bacterial cell-wall peptidoglycan, we demonstrated that not only is restricted configuration of the sugar moiety important for the activity2 but also that chemical modifications3-5 of the functional groups in the carbohydrate moiety produce various, important effects on the manifestation of activity. It has been shown that lipophilic derivatives6-8 of MDP bearing the lipid moiety at C-6 of the sugar skeleton, or at the end of the peptide chain, have strong antitumor and anti-infection activities that are not for MDP itself. In addition, we have also observed that introduction3b,9,10 of lipophilic character at C-2 in muramoyl-L-alanyl-D-isoglutamine, or at C-6 in N-acetyl-6-amino-6-deoxy-muramoyl-L-alanyl-D-isoglutamine, causes potent antitumor activity based on the immune reaction, as well as strong, immunoadjuvant activities.
Uitgever:
Taylor & Francis
Bronbestand:
Elektronische Wetenschappelijke Tijdschriften
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