title: Synthesis of 2-Thiocarbohydrates and Their Binding to Concanavalin A.
abstract: A convenient and general synthesis of 2-thiocarbohydrates via cerium ammonium nitrate oxidation of the thiocyanate ion is described. Radical addition to glycals proceeds with excellent regio- and good stereoselectivities in only one step, deprotection affords water-soluble 2-thio saccharides. Binding studies to Con A have been performed by isothermal titration calorimetry (ITC) and saturation transfer difference (STD) NMR spectroscopy. The 2-thiomannose derivative binds even stronger to Con A than the natural substrate, offering opportunities for new lectin or enzyme inhibitors.
authors: Department of Chemistry, University of Potsdam , Karl-Liebknecht-Str. 24-25, 14476 Potsdam, Germany.
authors: Prashant
authors: P
authors: Pavashe
authors: Department of Chemistry, University of Potsdam , Karl-Liebknecht-Str. 24-25, 14476 Potsdam, Germany.
authors: Elangovan
authors: E
authors: Elamparuthi
authors: Department of Chemistry, University of Potsdam , Karl-Liebknecht-Str. 24-25, 14476 Potsdam, Germany.
authors: Cornelia
authors: C
authors: Hettrich
authors: Department of Chemistry, University of Potsdam , Karl-Liebknecht-Str. 24-25, 14476 Potsdam, Germany.
authors: Heiko M
authors: HM
authors: Möller
authors: Department of Chemistry, University of Potsdam , Karl-Liebknecht-Str. 24-25, 14476 Potsdam, Germany.
authors: Torsten
authors: T
authors: Linker