Structural analyses of new tri- and tetrasaccharides produced from disaccharides by transglycosylation of purified Trichoderma viride beta-glucosidase.

A new beta-glucosidase was partially purified from Trichoderma viride cellulase. This beta-glucosidase catalyzed a transglycosylation reaction of cellobiose to give beta-D-Glc-(1-->6)-beta-D-Glc-(1-->4)-D-Glc (1, yield: 18.8%) and beta-D-Glc-(1-->6)-beta-D-Glc-(1-->6)-beta-D-Glc-(1-->4)-D-Glc (2, 3.7%), regioselectively. Furthermore, the enzyme regioselectively converted laminaribiose and gentiobiose into beta-D-Glc-(1-->6)-beta-D-Glc-(1-->3)-D-Glc (3, 15.3%) and beta-D-Glc-(1-->6)-beta-D-Glc-(1-->6)-D-Glc (4, 20.2%), respectively. The structures (1-4) of the products were determined by 1H and 13C NMR spectroscopies. This high regio- and stereoselectively of the beta-glucosidase could be applied for oligosaccharide synthesis.