ELECTROSYNTHESIS OF OLIGOSACCHARIDE GLYCAMINES

Amino-1-deoxy-4-O-beta-D-glucopyranosyl-D-glucitol and ino-1-deoxy-4-O -beta-D-galactopyranosyl-D-glucitol were obtained in high purity and a lmost quantitative yield by electro-reduction of the respective oximes of cellobiose and lactose. The methodology was extended to mixture of hepta-, octa- and nona-saccharides obtained by enzymatic degradation of xyloglucan. The oximes were prepared in situ from the above-mention ed oligosaccharides and a mixture of hydroxylammonium sulfate and ammo nium acetate at pH 4-6 in aqueous solutions. Electrosynthesis of the g lycamines was carried out at either constant current or constant poten tial in a divided electrolysis cell with a working mercury cathode and a platinum-coated titanium anode separated by a cation-selective memb rane. (C) 1998 Elsevier Science Ltd. All rights reserved.