title: Synthesis of a backbone hexasaccharide fragment of the pectic polysaccharide rhamnogalacturonan I.
abstract: Synthesis of the fully unprotected hexasaccharide backbone of the pectic polysaccharide rhamnogalacturonan I is described. The strategy relies on iterative coupling of a common pentenyl disaccharide glycosyl donor followed by a late-stage oxidation of the C-6 positions of the galactose residues. The disaccharide donor is prepared by an efficient chemoselective armed-disarmed coupling of a thiophenyl rhamnoside donor with a pentenyl galactoside acceptor bearing the strongly electron-withdrawing pentafluorobenzoyl ester (PFBz) protective group.
authors.affiliation: Department of Chemistry, Technical University of Denmark, Kemitorvet, Building 207, DK-2800 Kgs. Lyngby, Denmark.
authors.forename: Alexandra N
authors.initials: AN
authors.lastname: Zakharova
authors.forename: Robert
authors.initials: R
authors.lastname: Madsen
authors.forename: Mads H
authors.initials: MH
authors.lastname: Clausen
mesh_terms: D005690:Galactose / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010368:Pectins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C042491:rhamnogalacturonan I; D010368:Pectins; D005690:Galactose