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‐OCH2CH(Me)CO‐D‐(Ad‐1‐yl)Gly‐L‐Ala‐D‐isoGln) is a non‐pyrogenic, H2O‐soluble, a...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry & biodiversity 2012-07, Vol.9 (7), p.1373-1381
Main Authors: Ribić, Rosana, Habjanec, Lidija, Frkanec, Ruža, Vranešić, Branka, Tomić, Srđanka
Format: Article
Language:English
Subjects:
Adamant-1-yl tripeptide
Adamantane - analogs & derivatives
Adamantane - chemistry
Adjuvants, Immunologic - chemistry
Animals
Disease Models, Animal
Glycosylation
Immunization
Immunostimulating activity
Mannose
Mannose - chemistry
Mice
Molecular Structure
Oligopeptides - chemistry
Ovalbumin - immunology
Peptides
Peptidoglycan
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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‐OCH2CH(Me)CO‐D‐(Ad‐1‐yl)Gly‐L‐Ala‐D‐isoGln) is a non‐pyrogenic, H2O‐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(εNH2)‐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.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.201200008