title: Stereoselective synthesis of sialylated tumor-associated glycosylamino acids.
abstract: Suitably protected sialyl T(N) and 2,6-sialyl T tumor-associated carbohydrate antigen-derived amino acids have been prepared stereoselectively using an oxazolidinone-derived sialoside donor. These glycosylamino acids can be employed directly in the solid-phase synthesis of glycopeptides, as demonstrated by the efficient preparation of tumor-associated MUC1 glycopeptide fragments.
authors.affiliation: School of Chemistry, The University of Sydney , New South Wales 2006, Australia.
authors.forename: Leo
authors.initials: L
authors.lastname: Corcilius
authors.forename: Richard J
authors.initials: RJ
authors.lastname: Payne
mesh_terms: D015295:Antigens, Tumor-Associated, Carbohydrate / Q000096:biosynthesis* / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012794:Sialic Acids / Q000737:chemistry*
chemical_list: D015295:Antigens, Tumor-Associated, Carbohydrate; D006020:Glycopeptides; D012794:Sialic Acids; C055491:sialosyl-Tn antigen