Skip to main content
SpringerLink
Log in

An efficient method for lipase-catalysed preparation of acrylic and methacrylic acid esters

  • Published:
Biotechnology Techniques

Summary

Novozym 435 — a commercially available immobilized lipase from Candida antarctica — shows an activity for the transesterification using acrylic or methacrylic methylester as solvent and as acylating agent superior to all other enzymes tested. This transesterification is very fast compared to other enzyme-catalysed reactions (1.5 h). Novel acrylic and methacrylic esters from unsaturated fatty alcohols can be prepared this way in yields of 65 to 94 % and under mild conditions (30 °C, atmospheric pressure).

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Cambou, B. and Klibanov, A.M. (1984) J. Am. Chem. Soc. 106, 2678–2692

    Google Scholar 

  • Cesti, P., Zaks, A. and Klibanov, A.M. (1985) Appl. Biochem. Biotechnol. 11, 401–407

    Google Scholar 

  • de Goede, A.T.J.W., van Oosterom, M., van Deurzen, M.P.J., Sheldon, R.A., van Bekkum, H. and van Rantwijk, F. (1994) Biocatalysis 9, 145–155

    Google Scholar 

  • Derango, R., Wang, Y.-F., Dowbenko, R, and Chiang, L. C. (1994) Biotechnol. Lett. 16, 241–246

    Google Scholar 

  • Ikeda, I., Tanaka, J. and Suzuki, K. (1991) Tetrahedron Lett. 32, 6865–6866

    Google Scholar 

  • Fukusaki, E., Senda, S., Nakazono, Y., Yuasa, H. and Omata, T. (1992) Bioorg. Med. Chem. Lett. 2, 411–414

    Google Scholar 

  • Ghorgare, A. and Sudesh Kumar, G. (1989) J. Chem. Soc., Chem. Commun. 1533–1535

  • Hajjar, A.B., Nicks, P.F. and Knowles, C.J. (1990) Biotechnol. Lett. 12, 825–830

    Google Scholar 

  • Klibanov, A.M. (1986) CHEMTECH 16, 354–359

    Google Scholar 

  • Margolin, A.L., Fitzpatrick, P.A., Dubin, P.L. and Klibanov, A.M. (1991) J. Am. Chem. Soc. 113, 4693–4694

    Google Scholar 

  • Novo Nordisk Biotechnologie GmbH, Bioindustrial Group, Enzyme Process Division, (1994) Productinformation ‘Organic Synthesis’, Mainz, Germany

    Google Scholar 

  • Patil, D.R., Dordick, J.S. and Rethwisch, D.G. (1991) Macromolecules 24, 3462–3463

    Google Scholar 

  • Puertas, S., Brieva, R., Rebolledo, F. and Gotor, V. (1993) Tetrahedron 49, 4007–4014

    Google Scholar 

  • Warwel, S., Jägers, H. G. and Thomas, S. (1992) Fat Sci. Technol. 94, 323–328

    Google Scholar 

  • Weissermel, K. and Arpe, H.-J. (1994) Industrielle Organische Chemie pp. 305 and 313, 4th ed., Weinheim: Verlag Chemie

    Google Scholar 

  • Zaks, A. and Klibanov, A.M. (1985) Proc. Natl. Acad. Sci. USA 82, 3192–3196

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute for Biochemistry and Technology of Lipids-H.P. Kaufmann-Institute-Federal Centre for Cereal, Potato and Lipid Research, Piusallee 68, D-48147, Münster, Germany

    Siegfried Warwel, Georg Steinke & Mark Rüsch gen. Klaas

Authors
  1. Siegfried Warwel
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Georg Steinke
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Mark Rüsch gen. Klaas
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Warwel, S., Steinke, G. & Klaas, M.R.g. An efficient method for lipase-catalysed preparation of acrylic and methacrylic acid esters. Biotechnol Tech 10, 283–286 (1996). https://doi.org/10.1007/BF00184030

Download citation

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00184030

Keywords

Search

Navigation