Skip to main content
Log in

Efficient Kinetic Resolution of (R,S)-2-Octanol Catalyzed by Magnetite-Immobilized Yarrowia lipolytica Lipase in Mixed Ionic Liquids

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

The resolution of (R,S)-2-octanol catalyzed by magnetite-immobilized Yarrowia lipolytica lipase in ionic liquids was investigated. The optimal activity and enantioselectivity of the lipase were obtained in a mixture of [EMIM]BF4 and [OMIM]BF4 (v/v = 5:5). Excellent reusability of the enzyme-ionic liquid system was observed in consecutive batch reactions.

Graphical Abstract

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1

Similar content being viewed by others

References

  1. Patel RN (2001) Curr Opin Biotechnol 12:587

    Article  CAS  Google Scholar 

  2. Dai DZ, Xia LM (2006) Appl Biochem Biotechnol 134:39

    Article  CAS  Google Scholar 

  3. Brennecke JF, Maginn EJ (2001) AIChE J 47:2384

    Article  CAS  Google Scholar 

  4. Van Rantwijk F, Sheldon RA (2007) Chem Rev 107:2757

    Article  Google Scholar 

  5. Earle MJ, Esperanca JMSS, Gilea MA, Lopes JNC, Rebelo LPN, Magee JW, Seddon KR, Widegren JA (2006) Nature 439:831

    Article  CAS  Google Scholar 

  6. Dhake KP, Qureshi ZS, Singhal RS, Bhanage BM (2009) Tetrahedron Lett 50:2811

    Article  CAS  Google Scholar 

  7. Erbeldinger M, Mesiano AJ, Russell AJ (2000) Biotecnol Prog 16:1129

    Article  CAS  Google Scholar 

  8. Eckstein M, Filho MV, Liesec A, Kragl U (2004) Chem Commun 1084

  9. Hinckley G, Mozhaev VV, Budde C, Khmelnitsky YL (2002) Biotechnol Lett 24:2083

    Article  CAS  Google Scholar 

  10. Lau RM, Van Rantwijk F, Seddon KR, Sheldon RA (2000) Org Lett 2:4189

    Article  CAS  Google Scholar 

  11. Schofer SH, Kaftzik N, Wasserscheid P, Kragl U (2001) Chem Commun 425

  12. Itoh T, Akasaki E, Kudo K, Shirakami S (2001) Chem Lett 3:262

    Article  Google Scholar 

  13. Itoh T, Nishimura Y, Ouchi N, Hayase S (2003) J Mol Catal B 26:41

    Article  CAS  Google Scholar 

  14. Kaar JL, Jesionowski AM, Berberich JA, Moulton R, Russell AJ (2003) J Am Chem Soc 125:4125

    Article  CAS  Google Scholar 

  15. Lau RM, Sorgedrager MJ, Carrea G, Van Rantwijk F, Secundo F, Sheldon RA (2004) Green Chem 6:483

    Article  Google Scholar 

  16. Lee SH, Dang DT, Ha SH, Chang WJ, Koo YM (2008) Biotechnol Bioeng 99:1

    Article  CAS  Google Scholar 

  17. De Diego T, Lozano P, Abad MA, Steffensky K, Vaultier M, Iborra JL (2009) J Biotechnol 140:234

    Article  Google Scholar 

  18. Vidya P, Chadha A (2009) J Mol Catal B 57:145

    Article  CAS  Google Scholar 

  19. Ottosson J, Fransson L, King JW, Hult K (2002) Biochim Biophys Acta 1594:325

    Article  CAS  Google Scholar 

  20. Lozano P, De Diego T, Gmouh S, Vaultier M, Iborra JL (2005) Biocatal Biotransform 23:169

    Article  CAS  Google Scholar 

  21. Park S, Kazlauskas RJ (2001) J Org Chem 66:8395

    Article  CAS  Google Scholar 

  22. Liu Y, Guo C, Sun XT, Liu CZ (2013) Bioresour Technol 142:415

    Article  CAS  Google Scholar 

  23. Liu Y, Guo C, Liu CZ (2014) J Mol Catal B 101:23

    Article  CAS  Google Scholar 

  24. Chen CS, Fujimoto Y, Girdaukas G, Sih CJ (1982) J Am Chem Soc 104:7294

    Article  CAS  Google Scholar 

  25. Sheldon RA, Madeira LR, Sorgedrager MJ, Van Rantwijk F, Seddon KR (2002) Green Chem 4:147

    Article  CAS  Google Scholar 

  26. Gorke JT, Okrasa K, Louwagie A, Kazlauskas RJ, Srienc F (2007) J Biotechnol 132:306

    Article  CAS  Google Scholar 

  27. Irimescu R, Kato K (2004) Tetrahedron Lett 45:523

    Article  CAS  Google Scholar 

  28. Quiroga E, Cami G, Marchese J, Barberis S (2007) Biochem Eng J 35:198–202

    Article  CAS  Google Scholar 

  29. Anderson JL, Ding J, Welton T, Armstrong DW (2002) J Am Chem Soc 124:14247

    Article  CAS  Google Scholar 

  30. Jiang YY, Guo C, Gao HS, Xia HS, Mahmood I, Liu CZ, Liu HZ (2012) AIChE J 58:1203

    Article  CAS  Google Scholar 

  31. Lozano P, De Diego T, Sauer T, Vaultier M, Gmouh S, Iborra JL (2007) J Supercrit Fluids 40:93

    Article  CAS  Google Scholar 

  32. Luetz S, Giver L, Lalonde J (2008) Biotechnol Bioeng 101:647

    Article  CAS  Google Scholar 

  33. Lee SH, Ha SH, Hiep NM, Chang WJ, Koo YM (2008) J Biotechnol 133:486

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The work was financially supported by the National Basic Research Program of China (No. 2013CB733600), the National Natural Science Foundation of China (No. 21176241) and the Key Deployment Program of Chinese Academy of Sciences (KSZD-EW-Z-015). We thank Dr. Amanda Stiles (the Chinese Academy of Sciences Fellowships for Young International Scientists, No. 2011Y1GA01) for helping to edit this manuscript.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Chun-Zhao Liu.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Liu, Y., Guo, C. & Liu, CZ. Efficient Kinetic Resolution of (R,S)-2-Octanol Catalyzed by Magnetite-Immobilized Yarrowia lipolytica Lipase in Mixed Ionic Liquids. Catal Lett 144, 1552–1556 (2014). https://doi.org/10.1007/s10562-014-1303-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-014-1303-8

Keywords

Navigation