Keywords: Carbohydrates / Cyclitols / Carba sugars / 5a-Carba-α--fucopyranosylamine / Enzyme inhibitors / α--Fucosidase inhibitors 5a-Carba-α-L-fucopyranosylamine (5), an α-glucosidase inhibitor validamine analog possessing an α-L-fucose-type structure, and four related compounds (4 and 6−8) were synthesized and their glycosidase inhibitory potential determined. Carbafucosylamine has already been shown to pos-

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Keywords:Carbohydrates / Cyclitols / Carbohydrate mimetics / 5a-Carba sugars / 5a-Carba-α--fucopyranosylamine / Fucosidase inhibitor 5a-Carba-α-DL-fucopyranosylamine (DL-5) and -galactopyranosylamine (DL-4) have been synthesized in a conventional manner from 2,3,4,6-tetra-O-acetyl-5a-carba-β-DL-glucopyranosyl bromide (6). Only compound has been shown to [ ] Part 40: Ref. [1] [a]2089 be a strong inhibitor (K i = 2.3 ϫ 10 −7 m) of α-fucosidase (bovine kidney). They did not exhibit any inhibitory activity towards five glycoside hydrolases, namely α-and β-glucosidases and α-and β-galactosidases.

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