title: Self-recognition of N-linked glycans with multivalent GlcNAc, determined as ceramide mimetic conjugate.
abstract: Aminoceramide mimetic was synthesized and conjugated to N-linked oligosaccharides having multivalent GlcNAc by reductive amination. Ceramide mimetic conjugates with "complex-type" glycan having five or six GlcNAc termini (termed Os Fr. B-Cer) were purified, analyzed by thin-layer chromatography (TLC), and finally characterized by MS/MS analysis through liquid chromatography/mass spectrometry. Binding of Os Fr. B-Cer placed on solid phase polystyrene surface with [3H]cholesterol-labeled liposomes containing Os Fr. B-Cer, or containing various glycosphingolipids (GSLs) was determined. The binding of Os Fr. B-Cer liposomes to Os Fr. B-Cer coated plate was significantly higher than binding of GM3 liposomes. Other GSL liposomes showed no binding. Thus, self-recognition of Os Fr. B-Cer was clearly demonstrated using ceramide mimetic conjugates.
authors.affiliation: Division of Biomembrane Research, Pacific Northwest Research Institute, Department of Pathobiology, University of Washington, Seattle, WA 98195, USA.
authors.forename: Seon-Joo
authors.initials: SJ
authors.lastname: Yoon
authors.forename: Shoko
authors.initials: S
authors.lastname: Ikeda
authors.forename: Martin
authors.initials: M
authors.lastname: Sadilek
authors.forename: Sen-itiroh
authors.initials: SI
authors.lastname: Hakomori
authors.forename: Hideharu
authors.initials: H
authors.lastname: Ishida
authors.forename: Makoto
authors.initials: M
authors.lastname: Kiso
mesh_terms: D000117:Acetylglucosamine / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry; D002518:Ceramides / Q000737:chemistry; D002784:Cholesterol / Q000737:chemistry; D002853:Chromatography, Liquid / Q000379:methods; D002855:Chromatography, Thin Layer; D006028:Glycosphingolipids / Q000737:chemistry; D008081:Liposomes / Q000737:chemistry; D013058:Mass Spectrometry; D008956:Models, Chemical; D009844:Oligosaccharides / Q000737:chemistry; D011134:Polysaccharides / Q000737:chemistry*; D011137:Polystyrenes / Q000737:chemistry; D011485:Protein Binding; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D002241:Carbohydrates; D002518:Ceramides; D006028:Glycosphingolipids; D008081:Liposomes; D009844:Oligosaccharides; D011134:Polysaccharides; D011137:Polystyrenes; D002784:Cholesterol; D000117:Acetylglucosamine