Direct biocatalytic one-pot-transformation of cyclohexanol with molecular oxygen into ε-caprolactone

被引:67
作者
Staudt, Svenja [1 ]
Bornscheuer, Uwe T. [2 ]
Menyes, Ulf [3 ]
Hummel, Werner [4 ]
Groeger, Harald [1 ,5 ]
机构
[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, D-91054 Erlangen, Germany
[2] Inst Biochem, Dept Biotechnol & Enzyme Catalysis, D-17487 Greifswald, Germany
[3] Enzym AG, D-17489 Greifswald, Germany
[4] Univ Dusseldorf, Res Ctr Julich, Inst Mol Enzyme Technol, D-52426 Julich, Germany
[5] Univ Bielefeld, Fac Chem, D-33615 Bielefeld, Germany
关键词
Alcohol dehydrogenase; Baeyer-Villiger monooxygenase; Cyclohexanol; Cyclohexanone; epsilon-Caprolactone; Oxidation; BAEYER-VILLIGER MONOOXYGENASES;
D O I
10.1016/j.enzmictec.2013.03.011
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
The development of a biocatalytic process concept for epsilon-caprolactone, which directly converts cyclohexanol as an easily available industrial raw material into the desired epsilon-caprolactone in a one-pot fashion while only requiring air as sole reagent, is reported. The desired product epsilon-caprolactone was obtained with 94-97% conversion when operating at a substrate concentration in the range of 20-60 mM. At higher substrate concentrations, however, a significant drop of conversion was found. Subsequent detailed studies on the impact of the starting material, intermediate and product components revealed a significant inhibition and partial deactivation of the BVMO by the product epsilon-caprolactone (in particular at higher concentrations) as well as an inhibition of the BVMO by cyclohexanol and cyclohexanone. (C) 2013 Elsevier Inc. All rights reserved.
引用
收藏
页码:288 / 292
页数:5
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