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Preparation of salidroside with n-butyl β-D-glucoside as the glycone donor via a two-step enzymatic synthesis catalyzed by immobilized β-glucosidase from bitter almonds
Biocatalysis and Biotransformation ( IF 1.4 ) Pub Date : 2019-01-26 , DOI: 10.1080/10242422.2018.1549236
Feng Wang 1, 2 , Dengfa Huang 1 , Yong Ma 1 , Fuming Zhang 3 , Robert J. Linhardt 3
Affiliation  

Abstract β-Glucosidase from bitter almonds was immobilized on epoxy group-functionalized beads for catalyzing salidroside synthesis in a two-step process with n-butyl-β-D-glucoside (BG) as the glucosyl donor. The formation of salidroside ((0.59 ± 0.02) M) at a yield of 39.04%±1.25% was accomplished in 8 h by the transglucosylation of immobilized β-glucosidase at pH 8.0 and 50 °C when the ratio of BG to tyrosol was 1:2 (mol/mol). A study on the influence of different glycosyl acceptors demonstrated that the yield of the glucosylation reaction of phenylmethanol and cyclohexanol was higher than that of either phenol or cyclohexanol. This may account for the selectivity of the immobilized enzyme towards the alcoholic hydroxyl group of tyrosol in the salidroside synthesis reaction. A study on the synthesis of BG via the reverse hydrolysis of immobilized β-glucosidase showed that a yield of 78.04%±2.2% BG can be obtained with a product concentration of (0.23 ± 0.015) M.

中文翻译:

苦杏仁固定化β-葡萄糖苷酶催化两步酶法合成正丁基β-D-葡萄糖苷为糖苷供体的红景天苷

摘要 苦杏仁中的β-葡萄糖苷酶固定在环氧基官能化珠上,以正丁基-β-D-葡萄糖苷(BG)作为葡萄糖供体,通过两步法催化红景天苷合成。当BG与酪醇的比例为1时,通过固定化β-葡萄糖苷酶在pH 8.0和50°C下的转糖基化,在8小时内以39.04%±1.25%的产率形成红景天苷((0.59±0.02)M) :2(摩尔/摩尔)。对不同糖基受体影响的研究表明,苯甲醇和环己醇的糖基化反应产率高于苯酚或环己醇。这可以解释在红景天苷合成反应中固定化酶对酪醇的醇羟基的选择性。
更新日期:2019-01-26
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