Abstract
For the purpose of finding the best reaction conditions of β-glucosidation of primary alcohols, screening experiments in respect of the enzymes, glycosyl donors and solvents were carried out. The effective enzyme and glycosyl donor for the synthesis of benzyl β- d-glucopyranoside ( 4) appeared to be β-glucosidase (EC 3.2.1.21) from almonds and 4-nitrophenyl β- d-glucopyranoside ( 7), respectively. Enzymatic glycosidation of 10 kinds of primary alcohols (methanol, ethanol, n-propanol, n-butanol, n-pentanol, n-hexanol, 2-methoxyethanol, 2-ethoxyethanol, benzyl alcohol, ( S)-(−)-perillyl alcohol) gave stereoselectively the corresponding β- d-glucopyranosides ( 14– 21, 4 and 22) in moderate yield, respectively.
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