Biotechnology Letters

, Volume 36, Issue 8, pp 1661–1667 | Cite as

Impact of the configuration of a chiral, activating carrier on the enantioselectivity of entrapped lipase from Candida rugosa in cyclohexane

  • Jan Tobis
  • Joerg C. Tiller
Original Research Paper


Lipase from Candida rugosa was loaded into an amphiphilic polymer co-network (APCN) composed of the chiral poly[(R)-N-(1-hydroxybutan-2-yl) acrylamide] [P-(R)-HBA] and P-(S)-HBA, respectively, linked by poly(dimethylsiloxane). The nanophase-separated amphiphilic morphology affords a 38,000-fold activation of the enzyme in the esterification of 1-phenylethanol with vinyl acetate. Further, the enantioselectivity of the entrapped lipase was influenced by the configuration of the chiral, hydrophilic polymer matrix. While the APCN with the (S)-configuration of the APCN affords 5.4 faster conversion of the (R)-phenylethanol compared to the respective (S)-enantiomer, the (R)-APCN allows an only a 2.8 faster conversion of the (R)-enantiomer of the alcohol. Permeation-experiments reveal that the enantioselectivity of the reaction is at least partially caused by specific interactions between the substrates and the APCN.


Amphiphilic polymer co-networks Biocatalysis Enantioselectivity Immobilization Lipase Non-aqueous media Organic solvents 


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Copyright information

© Springer Science+Business Media Dordrecht 2014

Authors and Affiliations

  1. 1.Freiburg Material Research Center and Institute for Macromolecular ChemistryUniversity of FreiburgFreiburgGermany
  2. 2.Department of Bio- and Chemical EngineeringTU DortmundDortmundGermany

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