催化学报

催化学报 ›› 2012, Vol. 33 ›› Issue (2): 275-280.DOI: 10.1016/S1872-2067(11)60333-1

• 研究论文 • 上一篇    下一篇

利用交联杏仁粉作为廉价而稳定的催化剂通过优化逆水解反应体系显著提高长链烷基糖苷的平衡得率

王琴琴1, 郁蕙蕾1,a, 赵娜2, 李春秀1, 尚亚卓2, 刘洪来2, 许建和1,b   

  1. 1华东理工大学生物反应器工程国家重点实验室, 上海 200237; 2华东理工大学化学与分子工程系, 上海 200237
  • 收稿日期:2011-09-10 修回日期:2011-10-26 出版日期:2012-02-20 发布日期:2015-07-27

Significantly Improved Equilibrium Yield of Long-Chain Alkyl Glucosides via Reverse Hydrolysis in a Water-Poor System Using Cross-Linked Almond Meal as a Cheap and Robust Biocatalyst

WANG Qinqqin1, YU Huilei1,a, ZHAO Na2, LI Chunxiu1, SHANG Yazhuo2, LIU Honglai2, XU Jianhe1,b   

  1. 1State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China; 2Department of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China
  • Received:2011-09-10 Revised:2011-10-26 Online:2012-02-20 Published:2015-07-27

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1044

被引次数

9

摘要： 使用酶法合成了一系列不同烷基链长的β-D-烷基葡萄糖苷. 结果表明, 除甲基糖苷外, 烷基碳链越长, 反应初速度越低, 糖苷的最终收率越低. 从热力学角度系统地研究了这些糖苷合成的平衡常数和吉布斯自由能变化. 通过改变反应的平衡, 提高了长链烷基糖苷的最终收率. 当水含量从 10% 降至 5% (v/v), 使用叔丁醇作为共溶剂, 添加 0.1 mol/L 葡萄糖作为底物时, 癸基糖苷的平衡得率从 1.9% 提高至 6.1%. 除了其他长链的烷基糖苷外, 庚基糖苷也显示了明显的表面活性剂活性.

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关键词: β-D-烷基葡萄糖苷, 癸基β-D-葡萄糖苷, 酶催化, 逆水解, 微水环境, 平衡收率

Abstract: An array of ten β-D-glucopyranosides with varied alkyl chain lengths were enzymatically synthesized. It was found that for longer alkyl chains a lower initial rate and final yield of glucoside was obtained except for methyl glucoside because of the severe toxicity of methanol to the enzyme. From a thermodynamics point of view, the equilibrium constant and Gibbs free energy variation of the glucoside syntheses were systematically investigated. To improve the final yields of the glucosides containing long alkyl chains the equilibrium of the enzymatic glucoside synthesis was altered. The equilibrium yield of decyl β-D-glucoside increased from 1.9% to 6.1% when the water content was reduced from 10% to 5% (v/v) using tert-butanol as a cosolvent and 0.10 mol/L of glucose as a substrate. As for the other longer alkyl chain glucosides, heptyl β-D-glucoside was found to have significant surface activity as well.

Key words: alkyl β-D-glucosides, decyl β-D-glucoside, enzymatic synthesis, reverse hydrolysis, water-poor system, equilibrium yield

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