Synthesis of a tetrasaccharide acceptor for use in the assay of UDP-GlcpNAc:beta-D-Galp-(1----4)-beta-D-GlcpNAc (GlcNAc to Gal) beta(1----3)-N-acetylglucosaminyltransferase activity and the pentasaccharide product that would be formed by its enzymic glycosylation.
The tetrasaccharide beta-D-Galp-(1----4)-beta-D-GlcpNAc-(1----6)-alpha-D- Manp-(1----6)-beta-D-Manp-OR (2) and the pentasaccharide beta-D-GlcpNAc-(1----3)-beta-D-Galp-(1----4)-beta-D- GlcpNAc-(1----6)-alpha-D-Manp-(1----6)-beta-D-Manp-OR (3), where R = (CH2)8COOMe, have been prepared by using combined chemical and enzymic procedures. Structure 2 is a substrate for UDP-GlcpNAc:beta-D-Galp-(1----4)- beta-D-GlcpNAc (GlcNAc to Gal) beta(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.
Srivastava
G
G
Department of Chemistry, University of Alberta, Edmonton, Canada.
Hindsgaul
O
O
D000606:Amino Sugars / Q000378:metabolism*; D002240:Carbohydrate Sequence; D004797:Enzyme-Linked Immunosorbent Assay / Q000379:methods*; D005964:Glucosyltransferases / Q000032:analysis* / Q000378:metabolism; D008969:Molecular Sequence Data; D017351:N-Acetylglucosaminyltransferases; D009844:Oligosaccharides / Q000032:analysis* / Q000096:biosynthesis / Q000138:chemical synthesis / Q000276:immunology; D011134:Polysaccharides / Q000378:metabolism*
D000606:Amino Sugars; D009844:Oligosaccharides; D011134:Polysaccharides; C066929:polylactosamine; D005964:Glucosyltransferases; D017351:N-Acetylglucosaminyltransferases; C037649:N-acetyllactosaminide beta-1,6-N-acetylglucosaminyltransferase