title: Synthesis of aromatic C-xylosides by position inversion of glucose.
abstract: Two formally C-xylosylated analogs to 2-naphthyl beta-D-xylopyranoside, which is known to initiate priming of glucosaminoglycan chains, were synthesized by a position inversion of glucose (i.e., position 1 becomes position 5). The D-C-xyloside showed priming, while the L-C-xyloside did not initiate priming.
authors.affiliation: Organic Chemistry, Lund University, PO Box 124, SE-221 00 Lund, Sweden.
authors.forename: Jesper
authors.initials: J
authors.lastname: Malmberg
authors.forename: Katrin
authors.initials: K
authors.lastname: Mani
authors.forename: Elin
authors.initials: E
authors.lastname: Säwén
authors.forename: Anders
authors.initials: A
authors.lastname: Wirén
authors.forename: Ulf
authors.initials: U
authors.lastname: Ellervik
mesh_terms: D016475:3T3 Cells; D000818:Animals; D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D005947:Glucose / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008969:Molecular Sequence Data
chemical_list: D006027:Glycosides; D007202:Indicators and Reagents; C010807:xylosides; D005947:Glucose