title: Automated synthesis of a protected N-linked glycoprotein core pentasaccharide.
abstract: [structure: see text] Described is the first automated solid-phase synthesis of the core N-linked pentasaccharide, common to all N-linked glycoproteins via stepwise assembly from mono- and disaccharide building blocks. The challenging beta-mannosidic linkage was incorporated by the inclusion of a disaccharide trichloroacetimidate. This automated synthesis provides rapid access to an oligosaccharide common to an entire class of glycoconjugates.
authors: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
authors: Daniel M
authors: DM
authors: Ratner
authors: Erika R
authors: ER
authors: Swanson
authors: Peter H
authors: PH
authors: Seeberger
mesh_terms: D000081:Acetamides; D001331:Automation; D002240:Carbohydrate Sequence; D062845:Chloroacetates; D006023:Glycoproteins / Q000138:chemical synthesis* / Q000737:chemistry*; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry*; D014238:Trichloroacetic Acid / Q000737:chemistry
chemical_list: D000081:Acetamides; D062845:Chloroacetates; D006023:Glycoproteins; D009844:Oligosaccharides; D014238:Trichloroacetic Acid; C009528:trichloroacetamide