Abstract:Glycoconjugate analogues in which the sp 3 -hybridized C2 position of the carbohydrate structure (normally bearing a hydroxy group) is converted into a compact sp 2 -hybridized exomethylene group are expected to have unique biological activities. We established ligand-controlled Tsuji-Trost-type glycosylation methodology to directly prepare a variety of these 2-exomethylene pseudo-glycoconjugates, including glucosylceramide analogues, in an α-or β-selective manner. Glucocerebrosidase GBA1 cleaves these synthet… Show more
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