title: Synthesis of double C-glycoside analogue of sTn.
abstract: A sTn double C-glycoside, sTn analogue 2, was synthesized using samarium chemistry developed in our laboratory. Complications in the oxidation reaction affording aldehyde acceptor were overcome by double protection of amide and the use of a room-temperature ionic liquid as solvent. Studies are underway to conjugate the sTn double C-glycoside hapten 2 to KLH carrier protein for biological evaluation as a vaccine.
authors.affiliation: Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.
authors.forename: Dino K
authors.initials: DK
authors.lastname: Ress
authors.forename: Sultan N
authors.initials: SN
authors.lastname: Baytas
authors.forename: Qun
authors.initials: Q
authors.lastname: Wang
authors.forename: Eva M
authors.initials: EM
authors.lastname: Muñoz
authors.forename: Kazuo
authors.initials: K
authors.lastname: Tokuzoki
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tomiyama
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Linhardt
mesh_terms: D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D009438:Neuraminic Acids / Q000737:chemistry; D012794:Sialic Acids; D014001:Tin
chemical_list: D004187:Disaccharides; D006027:Glycosides; D007202:Indicators and Reagents; D009438:Neuraminic Acids; D012794:Sialic Acids; D014001:Tin