Format

Send to

Choose Destination
Molecules. 2018 Aug 27;23(9). pii: E2154. doi: 10.3390/molecules23092154.

Ionic Liquids: Efficient Media for the Lipase-Catalyzed Michael Addition.

Author information

1
College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454003, China. fanyunchang@hpu.edu.cn.
2
College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454003, China. CDX940407@163.com.
3
College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454003, China. asnol21@163.com.
4
College of Chemistry and Chemical Engineering, Henan Polytechnic University, Jiaozuo 454003, China. xcy78413@tom.com.

Abstract

Recently, ionic liquids (ILs) have been regarded as ideal media for non-aqueous bio-catalysis. In this work, the synthesis of warfarin by the lipase-catalyzed Michael addition in IL media and the parameters that affected the warfarin yield were investigated. Experimental results demonstrated that the chemical structures of the ILs were a major factor for influencing the warfarin yield. The ILs containing the NTf₂ anion were suitable reaction media due to the high chemical stability of this anion. The incorporation of the hydroxyl group on the IL cation significantly improved the lipase activity due to the H₂O-mimicking property of this group. The lipase activity decreased by increasing the alkyl chain length on the IL cation due to the non-polar domain formation of the IL cation at the active site entrance of lipase. The ILs and lipase could be reused no less than five times without reduction in the warfarin yield.

KEYWORDS:

Michael addition; bio-catalysis; ionic liquids (ILs); lipase; warfarin

PMID:
30150588
DOI:
10.3390/molecules23092154
Free full text

Supplemental Content

Full text links

Icon for Multidisciplinary Digital Publishing Institute (MDPI)
Loading ...
Support Center