Biotin sulfone tagged oligomannosides as immunogens for eliciting antibodies against specific mannan epitopes. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Bioorganic and Medicinal Chemistry Année : 2012

Biotin sulfone tagged oligomannosides as immunogens for eliciting antibodies against specific mannan epitopes.

Guillaume Despras
  • Fonction : Auteur
Raymond Robert
  • Fonction : Auteur
Emeline Machez
  • Fonction : Auteur

Résumé

Biotinylated tri and tetrasaccharide: α Man (1→3) α Man (1→2) α Man; α Man (1→3) α Man (1→2) α Man (1→2) α Man were prepared using methyl tertbutyl phenyl thioglycosides glycosyl donors (MBP) and biotin sulfone strategy. Three key mannosyl thioglycosidic donors have been prepared: one for 1→2 linkage and two for the 1→3 linkage (protected with a 4,6-O-benzylidene or a 4,6-di-O-benzyl). The benzyliden protected one was not found reactive enough, and the benzylated donor was preferred. These biotinylated oligomanosides were evaluated as antigen in Crohn disease diagnosis and used coupled to streptavidin as hapten for eliciting polyclonal antibodies in mice.

Domaines

Chimie organique

Dates et versions

hal-00674949 , version 1 (28-02-2012)

Identifiants

Citer

Guillaume Despras, Raymond Robert, Boualem Sendid, Emeline Machez, Daniel Poulain, et al.. Biotin sulfone tagged oligomannosides as immunogens for eliciting antibodies against specific mannan epitopes.. Bioorganic and Medicinal Chemistry, 2012, 20 ((5)), pp.1817-31. ⟨10.1016/j.bmc.2011.12.048⟩. ⟨hal-00674949⟩
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