title: Enzymatic synthesis of octadecameric saccharides of multiply branched blood group I-type, carrying four distal alpha 1,3-galactose or beta 1,3-GlcNAc residues.
abstract: Radiolabeled oligosaccharide constructs were prepared to evaluate carbohydrate determinants involved in gamete adhesion in mice. The octasaccharide primer GlcNAc beta 1-3Gal beta 1-4GlcNAc beta 1-3(GlcNAc beta 1-3Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc (1) was incubated with UDP-GlcNAc and beta 1,6-GlcNAc-transferase of hog gastric microsomes, producing the tetraantennary decasaccharide GlcNAc beta 1-3(GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta 1-3[GlcNAc beta 1-3(GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta 1-6]Gal beta 1-4GlcNAc (2). The decasaccharide was then incubated with UDP-Gal and beta 1,4-galactosyltransferase from bovine milk, yielding the tetradecasaccharide Gal beta 1-4GlcNAc beta 1-3(Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta 1-3[Gal beta 1-4GlcNAc beta 1-3(Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta 1-6]Gal beta 1-4GlcNAc (3). Incubation of the tetradecasaccharide 3 with UDP-Gal and alpha 1,3-galactosyltransferase from bovine thymus gave the octadecameric glycan Gal alpha 1-3Gal beta 1-4GlcNAc beta 1-3(Gal alpha 1-3Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta 1-3[Gal alpha 1-3Gal beta 1-4GlcNAc beta 1-3(Gal alpha 1-3Gal beta 1-4GlcNAc beta 1-6)Gal beta 1-4GlcNAc beta 1-6]Gal beta 1-4GlcNAc (4).(ABSTRACT TRUNCATED AT 250 WORDS)
authors.affiliation: Institute of Biotechnology, University of Helsinki, Finland.
authors.forename: A
authors.initials: A
authors.lastname: Seppo
authors.forename: L
authors.initials: L
authors.lastname: Penttilä
authors.forename: R
authors.initials: R
authors.lastname: Niemelä
authors.forename: H
authors.initials: H
authors.lastname: Maaheimo
authors.forename: O
authors.initials: O
authors.lastname: Renkonen
authors.forename: A
authors.initials: A
authors.lastname: Keane
mesh_terms: D000117:Acetylglucosamine / Q000032:analysis*; D000818:Animals; D002240:Carbohydrate Sequence; D005690:Galactose / Q000032:analysis*; D007048:I Blood-Group System / Q000737:chemistry*; D051379:Mice; D008969:Molecular Sequence Data; D017351:N-Acetylglucosaminyltransferases / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013552:Swine
chemical_list: D007048:I Blood-Group System; D009844:Oligosaccharides; D017351:N-Acetylglucosaminyltransferases; D000117:Acetylglucosamine; D005690:Galactose