Synthesis and Biological Evaluation of New Mannose Derived Immunomodulating Adamantyltripeptides

A novel class of mannosylated adamantyltripeptides, general formula of which is α-Man-OCH^sub 2^CH(CH^sub 3^)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 compr...

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Published inCroatica Chemica Acta Vol. 84; no. 2; pp. 233 - 244
Main Authors Ribić, Rosana, Habjanec, Lidija, Vranešić, Branka, Frkanec, Ruža, Tomić, Srđanka
Format Journal Article Paper
LanguageEnglish
Croatian
Published Zagreb Croatica Chemica Acta, Croatian Chemical Society 01.01.2011
Hrvatsko kemijsko društvo
Subjects
adamantyltripeptides
Adjuvants
Animal models
Biological variation
Chemical synthesis
Glycopeptides
Immunology
Immunomodulation
Mannose
Monomers
O-mannopyranosides
Ovalbumin
Peptides
peptidoglycan monomer
peptidoglycans
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Summary:A novel class of mannosylated adamantyltripeptides, general formula of which is α-Man-OCH^sub 2^CH(CH^sub 3^)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[arrow right]4)-D-MurNAc-L-Ala-D-isoGln-mesoDAP(εNH^sub 2^)-D-Ala-D-Ala). [PUBLICATION ABSTRACT]
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
71986
ISSN:0011-1643
1334-417X
DOI:10.5562/cca1827