A galabiose-based two-dimensional scaffold for the synthesis of inhibitors targeting Pk- and P-antigen binding proteins

A disaccharide scaffold based on galabiose (Galα1–4Gal) was synthesized. Four different acceptors were evaluated in the α-galactosylation and a relationship between the nucleophilicity, yield, and α/β-selectivity was found. The scaffold contains two orthogonal derivatisation sites, i.e. at O-2′ and the anomeric position, and as proof of concept, one derivatised galabioside was synthesized. Compounds based on this galabiose-scaffold are potential inhibitors of P- and Pk-antigen binding proteins.