1403682-92-7

Upstream product

• 1314865-02-5 methyl 2-O-acetyl-4-azido-4,6-dideoxy-α-D-glucopyranoside 
• 1403682-90-5 C₁₂H₁₇N₃O₇ 
• 1206451-70-8 2-[(N-benzyloxycarbonyl)amino]ethyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside 
• 485809-80-1 4-azido-2,3-di-O-acetyl-4,6-dideoxy-α-D-glucopyranosyl trichloroacetimidate 

Downstream Products

• 1403682-93-8 C₄₀H₄₈N₂O₁₃ 
• 1403682-94-9 2-[N-(benzyloxycarbonyl)amino]ethyl [2,3-di-O-acetyl-4-(3-hydroxy-3-methylbutanamido)-4,6-dideoxy-β-D-glucopyranosyl]-(1→3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

Synthesis and immunochemical evaluation of a non-methylated disaccharide analogue of the anthrax tetrasaccharide

Anthrax tetrasaccharide is an oligosaccharide expressed at the outermost surface of the Bacillus anthracis spores, featuring three rhamnoses and a rare sugar called anthrose. This motif has now been identified as a plausible component of future human vaccines against anthrax. We report herein the synthesis of a 2-O-demethylated-β-d-anthropyranosyl-(1→3)-α-l- rhamnopyranose disaccharide analogue of this tetrasaccharide from a cyclic sulfate intermediate. This disaccharide conjugated to BSA induces an anti-native tetrasaccharide IgG antibody response when administered in BALB/c mice. Moreover, induced sera bound to native B. anthracis endospores. These results suggest that the disaccharide analogue, easily amenable for a synthetic scale-up, could be used in a glycoconjugate antigen formulation.