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Influence of Mannosylation on Immunostimulating Activity of Adamant‐1‐yl Tripeptide
Author(s) -
Ribić Rosana,
Habjanec Lidija,
Frkanec Ruža,
Vranešić Branka,
Tomić Srđanka
Publication year - 2012
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201200008
Subject(s) - chemistry , tripeptide , biochemistry , peptide
Abstract 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‐ meso DAP( ε NH 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.