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3 Biotech

, 9:265 | Cite as

Surfactant-modified Aspergillus oryzae lipase as a highly active and enantioselective catalyst for the kinetic resolution of (RS)-1-phenylethanol

  • Hong De Yan
  • Bing Han Guo
  • Zhao Wang
  • Jun Qing QianEmail author
Original Article

Abstract

The lipase from Aspergillus oryzae was modified with a surfactant and then observed to exhibit high catalytic efficiency and enantioselectivity for the kinetic resolution of (RS)-1-phenylethanol. The influential factors of the modified-lipase preparation were investigated, including the surfactant source, the organic cosolvent, and the buffer pH. The optimum modification conditions were found with a surfactant of polyoxyethylene sorbitan monopalmitate, an organic cosolvent of tetrahydrofuran and a phosphate buffer of pH 7.0. In the transesterification of (RS)-1-phenylethanol with vinyl acetate, the surfactant-modified lipase showed excellent enantioselectivity for the R-isomer (E > 200), giving an enantiomeric excess of higher than 99% for (R)-1-phenylethyl acetate at 46.8% conversion with the reaction time of 2 h at 30 °C. The enzymatic activity had barely altered after 30 days even at 50 °C when it was saved in a powdered state. The results indicated that the modification strategy was useful and highly efficient, and that modified A. oryzae lipase was a promising biocatalyst in the kinetic resolution of (RS)-1-phenylethanol.

Keywords

Lipase Aspergillus oryzae Surfactant 1-Phenylethanol Resolution 

Notes

Acknowledgements

This research was supported by the National Key Research and Development Program (no. 2016YFD0400803).

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

13205_2019_1796_MOESM1_ESM.docx (30 kb)
Supplementary material 1 (DOCX 28 kb)

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Copyright information

© King Abdulaziz City for Science and Technology 2019

Authors and Affiliations

  1. 1.College of Biotechnology and BioengineeringZhejiang University of TechnologyHangzhouPeople’s Republic of China
  2. 2.College of Pharmaceutical ScienceZhejiang University of TechnologyHangzhouPeople’s Republic of China

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