Synthesis of a tetrasaccharide acceptor for use in the assay of UDP-Glc pNAc:β- d-Gal p-(1→4)-β- d-Glc pNAc (GlcNAc to Gal) β(1→3)- N-acetylglucosaminyltransferase activity and the pentasaccharide product that would be formed by its enzymatic glycosylation

Abstract

The tetrasaccharide β- d-Gal p-(1→4)-β- d-Glc pNAc-(1→6)-α- d-Man p-(1→6)-β- d-Man p-OR ( 2) and the pentasaccharide β- d-Glc pNAc-(1→3)-β- d-Gal p-(1→4)-β- d-Glc pNAc-(1→6)-α- d-Man p-(1→6)-β- d-Man p-OR ( 3), where R = (CH 2) 8COOMe, have been prepared by using combined chemical and enzymic procedures. Structure 2 is a substrate for UDP-Glc pNAc:β- d-Gal p-(1→4)-β- d-Glc pNAc (GlcNAc to Gal) β(1→3)- N-acetylglucosaminyltransferase, and 3 would be the product of its action. Antibodies raised against 3 are intended for use in an ELISA assay that would quantitate the enzymic conversion of immobilized 2 into 3.