Biotin sulfone tagged oligomannosides as immunogens for eliciting antibodies against specific mannan epitopes.
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.
Université Paris 6, Ecole Normale Supérieure, Département de Chimie, UMR CNRS 7203, 24 rue Lhomond, Paris, France.
Guillaume
G
Despras
Raymond
R
Robert
Boualem
B
Sendid
Emeline
E
Machez
Daniel
D
Poulain
Jean-Maurice
JM
Mallet
D000818:Animals; D000906:Antibodies / Q000737:chemistry / Q000276:immunology*; D000918:Antibody Specificity; D001710:Biotin / Q000031:analogs & derivatives* / Q000737:chemistry; D000939:Epitopes / Q000737:chemistry* / Q000276:immunology; D005260:Female; D006031:Glycosylation; D008351:Mannans / Q000737:chemistry / Q000276:immunology*; D051379:Mice; D008807:Mice, Inbred BALB C; D009844:Oligosaccharides / Q000737:chemistry / Q000276:immunology*; D019809:Streptavidin / Q000737:chemistry*; D013450:Sulfones / Q000737:chemistry*
D000906:Antibodies; D000939:Epitopes; D008351:Mannans; D009844:Oligosaccharides; D013450:Sulfones; C028569:oligomannoside; C104349:biotin sulfone; D001710:Biotin; D019809:Streptavidin