Synthesis and Biological Evaluation of New Mannose Derived Immuno- modulating Adamantyltripeptides

A novel class of mannosylated adamantyltripeptides, general formula of which is α-ManOCH2CH(CH3)CO-AdGly-L-Ala-D-isoGln, were prepared, characterized, and their possible immunomodulatory properties investigated in some preliminary tests in vivo. All newly synthesized glycopeptides comprise in their structure the adamantylglycyl moiety linked to the dipeptide L-Ala-D-isoGln, as well as mannose. Adjuvant activity of mannosylated adamant-2-yl tripeptides was tested in the mouse model using ovalbumin as an antigen and in comparison to the peptidoglycan monomer (PGM, β-D-GlcNAc(1→4)-D-MurNAc-L-Ala-D-isoGln-mesoDAP(εNH2)-D-Ala-D-Ala). (doi: 10.5562/cca1827)