81823-03-2Relevant academic research and scientific papers
The synthesis of alpha and beta-(1 less than 2) and-(1 less than 3)-linked glucopyranose disaccharides and their protein conjugates.
Eby,Schuerch
, p. 131 - 138 (2007/10/02)
2,3,4-Tri-O-benzyl-6-O-(N-phenylcarbamoyl)-1-O-tosyl-D-glucopyranose and 3,4,6-tri-O-benzyl-2-O-p-nitrobenzoyl-1-O-tosyl-D-glucopyranose were allowed to react with partially blocked 2-[4-p-toluenesulfonamido) phenyl]ethyl alpha- and beta-D-glucopyranosides. Disaccharides having the structure alpha-D-Glcp-(1 goes to 2)-alpha-D-Glcp, alpha-D-Glcp-(1 goes to 3)-alpha-D-Glcp, beta-D-Glcp-(1 goes to 2)-beta-D-Glcp, and beta-D-Glcp-(1 goes to 3)-alpha-D-Glcp were synthesized. The oligosaccharides were debenzylated with sodium in liquid ammonia to give disaccharides having a free primary aromatic amino group, which were converted into isothiocyanate derivatives and then coupled to various proteins to give the corresponding conjugates.
