Syntheses of α-dystroglycan derived sialylated glycosyl amino acids carrying a novel mannosyl serine/threonine linkage

Article abstract of DOI:10.1016/S0040-4039(99)01361-1

An efficient access to the Fmoc protected glycosyl amino acids 20a-d which correspond to the unique sequence NeuNAc-α-(2,3)-Gal-β-(1,4)-GlcNAc-β-(1,2)-Man-α-Ser/Thr recently found in laminin-binding protein α-dystroglycan, is described. Tetrasaccharide donor 18 was constructed from monosaccharide blocks 2, 3, 8 and 9 and coupled with Ser/Thr derivatives 19a-d. Resultant glycosyl amino acid 20d was completely deprotected into 1a.