Fluorous linker facilitated synthesis of teichoic acid fragments |
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Authors: | Hogendorf Wouter F J Lameijer Lucien N Beenakker Thomas J M Overkleeft Herman S Filippov Dmitri V Codée Jeroen D C Van der Marel Gijsbert A |
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Institution: | Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands. |
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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). |
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