Purification of alpha-L-fucosidase by C-glycosylic affinity chromatography, and the enzymic synthesis of alpha-L-fucosyl disaccharides.

An alpha-L-fucosidase from porcine liver was purified using the new C-glycosylic affinity adsorbent, Sepharose-epsilon-aminocaproyl-3-(alpha-L-fucopyranosyl)propylamine. The C-fucosylic linkage was synthesized by a radical reaction of 2,3,4-tri-O-acetyl-alpha-L-fucopyranosyl bromide with acrylonitrile. In transglycosylation reactions with p-nitrophenyl alpha-L-fucopyranoside or alpha-L-fucopyranosyl fluoride as donor and methyl beta-D-galactopyranoside as acceptor, the enzyme mediated the formation of (1----2)- and (1----6)-linked alpha-L-fucosyl derivatives (6.5 and 10.0%, respectively).