Influence of mannosylation on immunostimulating activity of adamant-1-yl tripeptide.
The mannosylated derivative of adamant-1-yl tripeptide (D-(Ad-1-yl)Gly-L-Ala-D-isoGln) was prepared to study the effects of mannosylation on adjuvant (immunostimulating) activity. Mannosylated adamant-1-yl tripeptide (Man-OCH(2) CH(Me)CO-D-(Ad-1-yl)Gly-L-Ala-D-isoGln) is a non-pyrogenic, H(2) O-soluble, and non-toxic compound. Adjuvant activity of mannosylated adamantyl tripeptide was tested in the mouse model with ovalbumin as an antigen and in comparison to the parent tripeptide and peptidoglycan monomer (PGM, β-D-GlcNAc-(1→4)-D-MurNAc-L-Ala-D-isoGln-mesoDAP(εNH(2) )-D-Ala-D-Ala), a well-known effective adjuvant. The mannosylation of adamantyl tripeptide caused the amplification of its immunostimulating activity in such a way that it was comparable to that of PGM.
Department of Chemistry, Faculty of Science, University of Zagreb, Zagreb. rribic@chem.pmf.hr
Rosana
R
Ribić
Lidija
L
Habjanec
Ruža
R
Frkanec
Branka
B
Vranešić
Srđanka
S
Tomić
D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry; D000276:Adjuvants, Immunologic / Q000737:chemistry*; D000818:Animals; D004195:Disease Models, Animal; D006031:Glycosylation; D007114:Immunization; D008358:Mannose / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D009842:Oligopeptides / Q000737:chemistry*; D010047:Ovalbumin / Q000276:immunology
D000276:Adjuvants, Immunologic; D009842:Oligopeptides; C576182:adamant-1-ylglycyl-alanyl-isoglutamide; D010047:Ovalbumin; D008358:Mannose; D000218:Adamantane