Original scientific paper

https://doi.org/10.5562/cca1827

Synthesis and Biological Evaluation of New Mannose Derived Immunomodulating Adamantyltripeptides

Rosana Ribić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia
Lidija Habjanec ; Institute of Immunology Inc., Rockefellerova 10, HR-10000 Zagreb, Croatia
Branka Vranešić ; Institute of Immunology Inc., Rockefellerova 10, HR-10000 Zagreb, Croatia
Ruža Frkanec ; Institute of Immunology Inc., Rockefellerova 10, HR-10000 Zagreb, Croatia
Srđanka Tomić ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia

Abstract

A novel class of mannosylated adamantyltripeptides, general formula of which is α-Man-
OCH2CH(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)

Keywords

O-mannopyranosides; adamantyltripeptides; peptidoglycan monomer; immunomodulation

Hrčak ID:

71986

URI

https://hrcak.srce.hr/71986

Publication date:

3.10.2011.

Visits: 2.494 *