title: Fluorous linker facilitated synthesis of teichoic acid fragments.
abstract: The use of perfluorooctylpropylsulfonylethanol as a new phosphate protecting group and fluorous linker is evaluated in the stepwise solution phase synthesis of a number of biologically relevant (carbohydrate substituted) glycerol teichoic acid fragments. Teichoic acid fragments, up to the dodecamer level, were assembled by means of phosphoramidite chemistry, using a relatively small excess of the building blocks and a repetitive efficient purification procedure of the protected intermediates by fluorous solid phase extraction (F-SPE).
authors.affiliation: Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
authors.forename: Wouter F J
authors.initials: WF
authors.lastname: Hogendorf
authors.forename: Lucien N
authors.initials: LN
authors.lastname: Lameijer
authors.forename: Thomas J M
authors.initials: TJ
authors.lastname: Beenakker
authors.forename: Herman S
authors.initials: HS
authors.lastname: Overkleeft
authors.forename: Dmitri V
authors.initials: DV
authors.lastname: Filippov
authors.forename: Jeroen D C
authors.initials: JD
authors.lastname: Codée
authors.forename: Gijsbert A
authors.initials: GA
authors.lastname: Van der Marel
mesh_terms: D005461:Fluorine / Q000737:chemistry*; D005944:Glucosamine / Q000737:chemistry; D015394:Molecular Structure; D013682:Teichoic Acids / Q000138:chemical synthesis*
chemical_list: D013682:Teichoic Acids; D005461:Fluorine; D005944:Glucosamine