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学科主题: 生命有机化学
题名: Construction and optimization of a monophasic organic-water system for enzymatic synthesis of p-nitrobenzyl beta-D-glucopyranosides by reverse hydrolysis organic medium; dioxane-water system
其他题名: 以有机-水单相溶剂为介质的糖苷酶催化的逆水解反应体系的构建与优化
作者: Tong AM(童爱敏) ; Xu JH(许建和) ; Lu WY(卢文芽) ; Lin GQ(林国强)
通讯作者: 许建和
刊名: J. Mol. Catal. B-Enzym.
发表日期: 2005-01-01
卷: 32, 期:3, 页:83-88
收录类别: SCI
部门归属: 华东理工大学; 中科院上海有机化学研究所
英文摘要: A monophasic organic-water system for efficient enzymatic synthesis of P-D-glucopyranoside by reverse hydrolysis was constructed and optimized. p-Nitrobenzyl alcohol (pNBA), selected as a model substrate alcohol, was readily glucosylated with D-glucose through reverse hydrolysis using almond beta-D-glucosidase in a monophasic aqueous-organic medium, producing a new glucoside, p-nitrobenzyl beta-D-glucopyranoside (pNBG). The effects of different buffers, organic solvents and water contents were investigated. Buffer type and pH affected the initial reaction rate but had little effect on the final yields. The ratio of organic solvent to water plays a crucial role in shifting the reaction equilibrium toward synthesis, but a minimum amount of water is necessary to maintain the enzyme activity. Dioxane, which was previously known as an unsuitable solvent for beta-D-glucosidase-catalyzed reactions, was found to be the most appropriate solvent for this synthetic procedure. The reaction equilibrium and enzyme stability in the reaction medium were also investigated. Under the optimal reaction conditions, i.e. 90% dioxane (v/v) + 10% buffer (Na2HPO4-KH2PO4, 70 mM, pH 6.0) with alcohol-to-glucose molar ratio of 9:1, p-nitrobenzyl beta-D-glucopyranoside was produced with a maximum yield (13.3%). (C) 2004 Elsevier B.V. All rights reserved.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/16643
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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Recommended Citation:
Tong AM,Xu JH,Lu WY,et al. Construction and optimization of a monophasic organic-water system for enzymatic synthesis of p-nitrobenzyl beta-D-glucopyranosides by reverse hydrolysis organic medium; dioxane-water system[J]. J. Mol. Catal. B-Enzym.,2005,32(3):83-88.
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