title: Fluorous-Tag Assisted Syntheses of Sulfated Keratan Sulfate Oligosaccharide Fragments.
abstract: The first block iteration strategy for iterative solution-phase synthesis of protected keratan sulfate (KS)-like fragments is reported. Obstacles in a strategy using galactose-glucosamine (Gal-GlcNAc) modules led to the discovery of a differentially protected GlcNAc-Gal module that could be used to synthesize KS-like fragments using a fluorous tag that maintained solubility in organic solvents for purification of all intermediates via fluorous solid-phase extraction.
authors.affiliation: Department of Chemistry, Indiana University , Bloomington, Indiana 47405, United States.
authors.forename: Sayantan
authors.initials: S
authors.lastname: Bhaduri
authors.affiliation: Department of Chemistry, Indiana University , Bloomington, Indiana 47405, United States.
authors.forename: Nicola L B
authors.initials: NL
authors.lastname: Pohl
mesh_terms: D005466:Fluorocarbons / Q000032:analysis*; D007632:Keratan Sulfate / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D052616:Solid Phase Extraction; D013463:Sulfuric Acid Esters / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005466:Fluorocarbons; D009844:Oligosaccharides; D013463:Sulfuric Acid Esters; D007632:Keratan Sulfate