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在α-蒎烯生物环氧化反应过程中酯对反应的影响及机理探讨

熊阳 覃益民 唐爱星 韦荟琳 刘幽燕

化工进展Issue(1):220-226,7.
化工进展Issue(1):220-226,7.DOI:10.16085/j.issn.1000-6613.2016.01.030

在α-蒎烯生物环氧化反应过程中酯对反应的影响及机理探讨

Chemo-enzymatic epoxidation of α-pinene:ester as influencing factors and mechanism of the reaction

熊阳 1覃益民 1唐爱星 1韦荟琳 1刘幽燕1

作者信息

  • 1. 广西大学化学化工学院,广西南宁 530004
  • 折叠

摘要

Abstract

Chemo-enzymatic epoxidation ofα-pinene was achieved in a non-aqueous system which employed esters as solvent and perhydrolysis substrate,urea-hydrogen peroxide (UHP) as an oxygen source and lipase as catalyst. Different esters were found to affect the reaction significantly.The optimal reaction condition was 30℃ and ethyl propionate as the solvent considering both the reaction rate and the stability of enzyme. Under these conditions,the conversion could achieve 87% after 3h and remain 47.6% after 6 cycles. The synergy toxic effect of H2O2 and peracid was more significant than that of single one. It was found that using different acyl donors such as ethyl acetate,ethyl propionate, amyl acetate,ethyl caproate and the like,the reaction of lipase-catalyzed production of peracid can all reach equilibrium within 60min. However,the equilibrium concentration of peracid and the rate of chemical epoxidation greatly depended on the ester employed,which in turn affected the overall epoxidation ofα-pinene.The mechanism of the reaction with ethyl propionate as the exclusive acyl donor was discussed. The reaction rate and the equilibrium concentration for producing peracid by enzyme with propionic acid was significantly lower than those with esters and it was found that there are competitions between the enzymatic hydrolysis with H2O and the perhydrolysis with H2O2 when H2O existed,and therefore the nonaqueous environment was more suitable for the epoxidation.

关键词

丙酸乙酯/α-蒎烯/环氧化反应/失活/脂肪酶/过水解/生物催化

Key words

ethyl propionate/α-pinene/epoxidation/deactivation/lipase/perhydrolysis/biocatalysis

分类

生物科学

引用本文复制引用

熊阳,覃益民,唐爱星,韦荟琳,刘幽燕..在α-蒎烯生物环氧化反应过程中酯对反应的影响及机理探讨[J].化工进展,2016,(1):220-226,7.

基金项目

国家自然科学基金(21276053)及广西自然科学基金(0991001)项目。 ()

化工进展

OA北大核心CSCDCSTPCD

1000-6613

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