title: Convergent strategy for the synthesis of S-linked oligoxylans.
abstract: Arabinoxylans (AX) are a major class of hemicellulose and an important polysaccharide component of lignocellulosic biomass. To utilize the glycan polymer effectively, it is desirable to learn more about the enzymatic hydrolysis of AXs. Well-defined glycans can help to elucidate these processes. Here, we report the efficient synthesis of a mixed O- and S-linked tetraxylan. This thio-oligosaccharide has been developed as a putative inhibitor of arabinoxylan degrading enzymes used for the saccharification of biomass. Two common approaches for the synthesis of thio-oligosaccharides, either involving 1-thioglycoside donors or thioacceptors, are presented and compared regarding byproduct formation and yields. Both methods have shown to be useful for the synthesis of thiolinkages in oligoxylans assembly. However, the success of the reaction is highly dependent on the "match" between donors and acceptors.
authors.affiliation: Center for Nanomedicine and Theranostics, Department of Chemistry, Technical University of Denmark, Kemitorvet, Building 207, Lyngby, Denmark.
authors.forename: Beatrice
authors.initials: B
authors.lastname: Bonora
authors.affiliation: Center for Nanomedicine and Theranostics, Department of Chemistry, Technical University of Denmark, Kemitorvet, Building 207, Lyngby, Denmark.
authors.forename: Irene
authors.initials: I
authors.lastname: Boos
authors.affiliation: Center for Nanomedicine and Theranostics, Department of Chemistry, Technical University of Denmark, Kemitorvet, Building 207, Lyngby, Denmark.
authors.forename: Mads H
authors.initials: MH
authors.lastname: Clausen
mesh_terms: D060326:Chemistry Techniques, Synthetic; D013455:Sulfur / Q000737:chemistry*; D014990:Xylans / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D014990:Xylans; D013455:Sulfur