Synthesis of 5-thio-fucose-containing disaccharides, as sequence-specific inhibitors, and 2'-fucosyllactose, as a substrate of α-L-fucosidases

摘要

Four 5-thio-L-fuxose-containing disaccharides having α(1→6),α(1→3),α(1→4)GicNAc, and α(1→2)- Gal linkages (compounds 1-4, respectively) were synthesized as potenitial α-L-fucosidase inhibitors. The glycosylation reactions using 2,3,4-trio-0-acetyl-5-thio-L-fucopyranosyl trichloroacetimidate as A glycosyl donor and BF_3. OE_2 as a catalyst gave mainly α-linded disaccharides.