Aminated Single-walled Carbon Nanotubes as Carrier for Covalent Immobilization of Phenylalanine Ammonia-lyase

Authors

  • Judith Hajnal Bartha-Vári
    Affiliation

    Biocatalysis and Biotransformation Research Center, Babeş-Bolyai University of Cluj-Napoca, Romania

  • László Csaba Bencze
    Affiliation

    Biocatalysis and Biotransformation Research Center, Babeş-Bolyai University of Cluj-Napoca, Romania

  • Evelin Bell
    Affiliation

    Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Hungary

  • László Poppe
    Affiliation

    Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Hungary; SynBiocat LLC, Budapest, Hungary; Babeş-Bolyai University of Cluj-Napoca, Romania

  • Gabriel Katona
    Affiliation

    Biocatalysis and Biotransformation Research Center, Babeş-Bolyai University of Cluj-Napoca, Romania

  • Florin-Dan Irimie
    Affiliation

    Biocatalysis and Biotransformation Research Center, Babeş-Bolyai University of Cluj-Napoca, Romania

  • Csaba Paizs
    Affiliation

    Biocatalysis and Biotransformation Research Center, Babeş-Bolyai University of Cluj-Napoca, Romania

  • Monica Ioana Toșa
    Affiliation

    Biocatalysis and Biotransformation Research Center, Babeş-Bolyai University of Cluj-Napoca, Romania

https://doi.org/10.3311/PPch.10417

Abstract

A new and efficient immobilized form of phenylalanine ammonia-lyase (PAL) was obtained by covalent linkage onto amino functionalized single-walled carbon nanotubes (SwCNTNH2) as carrier. The catalytic properties of the resulted nanostructured biocatalyst (SwCNTNH2-PAL) were tested in the kinetic resolution of racemic 2-amino-3-(thiophen-2-yl)propanoic acid 1 by ammonia elimination and in the enantiotope selective addition of ammonia onto (E)-3-(thiophen-2-yl)acrylic acid 2. SwCNTNH2-PAL was a durable biocatalyst in batch mode for ammonia elimination from 1 (>85% of original activity after 7 cycles) and in ammonia addition to 2 (>70% of original activity after 3 cycles in 6 M NH3 , pH 10.0). The ammonia addition onto 2 was also studied in a continuous-flow microreactor packed with SwCNTNH2-PAL (2 M NH3, pH 10.0, 15 bar) in the 30-80 °C temperature range. No significant loss of PAL activity was observed over 72 h in the microreactor up to 60 °C. Productivity of SwCNTNH2-PAL at 30 °C was significantly higher in the enantiotope selective ammonia addition performed in a packed-bed reactor operated in continuous-flow mode (rflow =2.41 mmol min-1 g-1) than in the reaction performed in batch system (rbatch = 1.38 mmol min-1 g-1).

Keywords:

PAL, aminated SwCNT, covalent immobilization, continuous-flow system

Published Online

2017-01-13

How to Cite

Bartha-Vári, J. H., Bencze, L. C., Bell, E., Poppe, L., Katona, G., Irimie, F.-D., Paizs, C., Toșa, M. I. “Aminated Single-walled Carbon Nanotubes as Carrier for Covalent Immobilization of Phenylalanine Ammonia-lyase”, Periodica Polytechnica Chemical Engineering, 61(1), pp. 59–66, 2017. https://doi.org/10.3311/PPch.10417

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Articles