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Immobilization of the epoxide hydrolase from Aspergillus niger

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Abstract

Three methods for the immobilization of the epoxide hydrolase from the fungus Aspergillus niger were tested. The highest immobilization yield (90%) and retention of activity (65%) were obtained by adsorption onto DEAE-cellulose compared to adsorption onto hydrophobic porous polypropylene and covalent linkage using Eupergit resin. The enzymatic properties of the immobilized enzyme were similar to those of the free enzyme with respect to the effect of temperature and pH on both activity and stability as well as the effect of solvent (DMF) on activity. The kinetic parameters were affected leading to lower K M(app) and higher Vm (app).

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References

  • Arand M,Hemmer H,Durk H,Baratti J,Archelas A,Furstoss R,Oesch F (1999) Cloning and molecular characterization of a soluble epoxide hydrolase from Aspergillus niger that is related to mammalian microsomal epoxide hydrolase. Biochem. J. 344: 273-280.

    Google Scholar 

  • Archelas A,Furstoss R (1997) Synthesis of enantiopure epoxides through biocatalytic approaches. Annu. Rev. Microbiol. 51: 491-525.

    Google Scholar 

  • Archelas A,Furstoss R (1998) Epoxide hydrolase: new tools for the synthesis of fine organic chemicals. Trends Biotechnol. 16: 108-116.

    Google Scholar 

  • Archelas A,Furstoss R (1999) Biocatalytic approaches for the synthesis of enantiopure epoxides. Top. Curr. Chem. 200: 159-191.

    Google Scholar 

  • Archelas A,Furstoss R (2001) Synthetic applications of epoxide hydrolases. Curr. Opin. Chem. Biol. 5: 112-119.

    Google Scholar 

  • Genzel Y,Archelas A,Broxterman QB,Schulze B,Furstoss R (2001) Microbiological transformations. 47. A step toward a green chemistry preparation of enantiopure (S)-2-,-3-, and-4-pyridyloxirane via an epoxide hydrolase catalyzed kinetic resolution. J. Org. Chem. 66: 538-543.

    Google Scholar 

  • Hernaiz MJ,Crout DH (2000) Immobilization/stabilization on Eupergit C of the beta-galactosidase from B. circulans and an alpha-galactosidase from Aspergillus oryzae. Enzyme Microbial. Technol. 27: 26-32.

    Google Scholar 

  • Ibrahim M,Hubert P,Dellacherie E,Magdalou J,Siest G (1984) Immobilization of epoxide hydrolase purified from rat liver microsomes. Biotechnol. Lett. 6: 771-776.

    Google Scholar 

  • Kroutil W,Orru RVA,Faber K (1998) Stabilization of Nocardia Eh1 epoxide hydrolase by immobilization. Biotechnol. Lett. 20: 373-377.

    Google Scholar 

  • Manoj KM,Archelas A,Baratti J,Furstoss R (2001) Microbiological transformations-Part 45-A green chemistry preparativescale synthesis of enantiopure building-blocks of eliprodil-elaboration of a high substrate concentration epoxide hydrolasecatalyzed hydrolytic kinetic resolution process. Tetrahedron 57: 695-701.

    Google Scholar 

  • Morisseau C,Archelas A,Guitton C,Faucher D,Furstoss R,Baratti JC (1999) Purification and characterization of a highly enantioselective epoxide hydrolase from Aspergillus niger. Eur. J. Biochem. 263: 386-395.

    Google Scholar 

  • Morisseau C,Nellaiah H,Archelas A,Furstoss R,Baratti JC (1997) Asymmetric hydrolysis of racemic para-nitrostyrene oxide using an epoxide hydrolase preparation from Aspergillus niger. Enzyme Microbiol. Technol. 20: 446-452.

    Google Scholar 

  • Moussou P,Archelas A,Furstoss R (1998) Microbiological transformations 41-Screening for novel fungal epoxide hydrolases. J. Mol. Catal. B-Enzym. 5: 447-458.

    Google Scholar 

  • Nellaiah H,Morisseau C,Archelas A,Furstoss R,Baratti JC (1996) Enantioselective hydrolysis of p-nitrostyrene oxide by an epoxide hydrolase preparation from Aspergillus niger. Biotechnol. Bioeng. 49: 70-77.

    Google Scholar 

  • Omiecinski CJ,Hassett C,Hosagrahara V (2000) Epoxide hydrolase-polymorphism and role in toxicology. Toxicol. Lett. 112-113: 365-370.

    Google Scholar 

  • Orru RVA,Faber K (1999) Stereoselectivities of microbial epoxide hydrolases. Curr. Opin. Chem. Biol. 3: 16-21.

    Google Scholar 

  • Pedragosa-Moreau S,Archelas A,Furstoss R (1993) Microbiological transformations. 28. Enantiocomplementary epoxide hydrolyzes as a preparative access to both enantiomers of styrene oxide. J. Org. Chem. 58: 5533-5536.

    Google Scholar 

  • Pencreac'h G,Baratti JC (1997) Activity of Pseudomonas cepacia lipase in organic media is greatly enhanced after immobilization on a polypropylene support. Appl. Microbiol. Biotechnol. 47: 630-635.

    Google Scholar 

  • Zou J,Hallberg BM,Bergfors T,Oesch F,Arand M,Mowbray SL,Jones TA (2000) Structure of Aspergillus niger epoxide hydrolase at 1.8 Å resolution: implications for the structure and function of the mammalian microsomal class of epoxide hydrolases. Struct. Fold. Des. 8: 111-122.

    Google Scholar 

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Authors and Affiliations

  1. Biocatalyse et Chimie Fine, CNRS UMR 6111, Faculté des Sciences de Luminy, Université de la Méditerranée, case 901, 13288, Marseille Cedex 9, France

    S. Karboune, L. Amourache, H. Nellaiah, C. Morisseau & J. Baratti

Authors
  1. S. Karboune
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  2. L. Amourache
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  3. H. Nellaiah
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  4. C. Morisseau
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  5. J. Baratti
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Correspondence to J. Baratti.

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Karboune, S., Amourache, L., Nellaiah, H. et al. Immobilization of the epoxide hydrolase from Aspergillus niger. Biotechnology Letters 23, 1633–1639 (2001). https://doi.org/10.1023/A:1011940802411

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