Molecules, Vol. 23, Pages 1271: Enzymatic Synthesis of a Novel Pterostilbene α-Glucoside by the Combination of Cyclodextrin Glucanotransferase and Amyloglucosidase

Molecules, Vol. 23, Pages 1271: Enzymatic Synthesis of a Novel Pterostilbene α-Glucoside by the Combination of Cyclodextrin Glucanotransferase and Amyloglucosidase Molecules doi: 10.3390/molecules23061271 Authors: José L. González-Alfonso David Rodrigo-Frutos Efres Belmonte-Reche Pablo Peñalver Ana Poveda Jesús Jiménez-Barbero Antonio O. Ballesteros Yoshihiko Hirose Julio Polaina Juan C. Morales María Fernández-Lobato Francisco J. Plou The synthesis of a novel α-glucosylated derivative of pterostilbene was performed by a transglycosylation reaction using starch as glucosyl donor, catalyzed by cyclodextrin glucanotransferase (CGTase) from Thermoanaerobacter sp. The reaction was carried out in a buffer containing 20% (v/v) DMSO to enhance the solubility of pterostilbene. Due to the formation of several polyglucosylated products with CGTase, the yield of monoglucoside was increased by the treatment with a recombinant amyloglucosidase (STA1) from Saccharomyces cerevisiae (var. diastaticus). This enzyme was not able to hydrolyze the linkage between the glucose and pterostilbene. The monoglucoside was isolated and characterized by combining ESI-MS and 2D-NMR methods. Pterostilbene α-d-glucopyranoside is a novel compound. The α-glucosylation of pterostilbene enhanced its solubility in water to approximately 0.1 g/L. The α-glucosylation caused a slight loss of antioxidant activity towards AB...
Source: Molecules - Category: Chemistry Authors: Tags: Article Source Type: research