title: Synthesis of linear-type chondroitin clusters having a C8 spacer between disaccharide moieties and enzymatic transfer of D-glucuronic acid to the artificial glycans.
abstract: Newly designed linear-type glycoclusters were synthesized which involve a chondroitin repeating disaccharide ligand and a hydrophobic octyl ether spacer. The spacer mimics the corresponding disaccharide unit. Repeating elongation of the pseudo-tetrasaccharide that was derived from the common cluster unit [-->8)-octyl-(1-->3)-beta-D-Gal-NAc-(1-->4)-beta-D-GlcA-(1-->] allowed the syntheses of up to the pseudo-decasaccharide analog of chondroitin. An enzymatic D-GlcA transfer at the non-reducing end of the synthesized artificial glycans by GlcATase II was observed.
authors.affiliation: Department of Environmental Sciences, Faculty of Education and Regional Sciences, Tottori University, Japan. jtamura@fed.tottori-u.ac.jp
authors.forename: J
authors.initials: J
authors.lastname: Tamura
authors.forename: H
authors.initials: H
authors.lastname: Urashima
authors.forename: K
authors.initials: K
authors.lastname: Tsuchida
authors.forename: H
authors.initials: H
authors.lastname: Kitagawa
authors.forename: K
authors.initials: K
authors.lastname: Sugahara
mesh_terms: D002240:Carbohydrate Sequence; D002807:Chondroitin / Q000737:chemistry*; D004187:Disaccharides / Q000737:chemistry*; D005944:Glucosamine; D020723:Glucuronic Acid / Q000378:metabolism*; D014453:Glucuronosyltransferase / Q000378:metabolism*; D008969:Molecular Sequence Data; D000442:Octanols / Q000737:chemistry*
chemical_list: D004187:Disaccharides; D000442:Octanols; D020723:Glucuronic Acid; D002807:Chondroitin; D014453:Glucuronosyltransferase; D005944:Glucosamine