Abstract

Caffeic acid was glucosylated with hydroquinone glucosylating enzyme (HGE) from Bacillus subtilis X-23 in order to improve its characteristics. Caffeic acid glucosides were found to be produced effectively from maltopentaose and caffeic acid in 30% ethanol solution. The glucosides were isolated from the reaction mixture by successive chromatography on DIAION HP-20, Sephadex G-10, and octadecyl sililated silica gel, following which two kinds of glucosides were obtained. The structures of these glucosides were confirmed to be caffeic acid 3- O-α-glucopyranoside and caffeic acid 4- O-α-glucopyranoside by 1H-NMR and 13C-NMR. The solubility of caffeic acid in water was increased by glucosylation without the loss of any biological activity, such as its antioxidative and antimutagenic properties.

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