Synthesis of octyl 2- O-α- d-mannopyranosyl-α- d-mannopyranoside, its 6′-phosphate and the corresponding monomethyl phosphodiester: intermediate structures in the biosynthesis of N-linked oligosaccharides in Dictyostelium discoidium

Abstract

Octyl 2- O-α- d-mannopyranosyl-α- d-mannopyranoside, its 6′-phosphate and the corresponding 6′-methyl phosphodiester have been chemically synthesized. The latter compound was prepared using an H-phosphonate intermediate. These structures are for use as enzyme substrates and reference standards in a study on the biosynthesis of phosphorylated N-linked glycoproteins in the amoebae Dictyostelium discoideum.