title: [Synthesis of modified oligosaccharides of the N-glycoprotein as substrate for N-acetylglucosaminyltransferase I].
abstract: In the synthesis of modified derivatives of octyl O-(alpha-D-mannopyranosyl)-(1-->3)-O-[(alpha-D-mannopyranosyl)-(1-->6)]- beta-D-mannopyranoside, 4.,5-epoxypentyl, a 4-diazirinopentyl, and a 5-(iodoacetamido)pentyl group were attached to the 3''-OH of the trisaccharide. The diazirino derivative may be especially suitable for photolabeling of the active site of N-acetylglucosaminyltransferase I (GlcNAcT-I). In addition, the 2'-OH group of the above-mentioned trisaccharide was reduced to a 2'-deoxy group and substituted 2'-O-methyl group.
authors.affiliation: Institut für Organische Chemie, Universität Hamburg, Deutschland.
authors.forename: H
authors.initials: H
authors.lastname: Paulsen
authors.forename: F
authors.initials: F
authors.lastname: Reck
authors.forename: I
authors.initials: I
authors.lastname: Brockhausen
mesh_terms: D001665:Binding Sites / Q000502:physiology; D002240:Carbohydrate Sequence; D006023:Glycoproteins / Q000737:chemistry*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D017351:N-Acetylglucosaminyltransferases / Q000378:metabolism*; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013379:Substrate Specificity
chemical_list: D006023:Glycoproteins; D009844:Oligosaccharides; D017351:N-Acetylglucosaminyltransferases; C024850:alpha-1,3-mannosyl-glycoprotein beta-1,2-N-acetylglucosaminyltransferase I
vernacular_title: Synthese von modifizierten Oligosacchariden der N-Glycoproteine als Substrate für N-Acetylglucosaminyltransferase I.