Laccase-catalyzed controlled radical polymerization of N-vinylimidazole

Csaba Fodor, Bernadetta Gajewska, Omar Rifaie-Graham, Edward A. Apebende, Jonas Pollard, Nico Bruns

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Laccase from Trametes versicolor is a multi-copper-containing oxidoreductase which was found to catalyze the polymerization of N-vinylimidazole under conditions of atom transfer radical polymerization (ATRP) in aqueous solution (pH 4, 100 mM acetate buffer) at ambient temperature by using sodium ascorbate as a reducing agent. The reaction followed first order kinetics and resulted in polymers with controlled number-average molecular weights (between 1660 and 9970 g mol-1) and relatively narrow, monomodal molecular weight distributions (D between 1.27 and 1.56) according to gel permeation chromatography. Purified polymers were also analyzed by mass spectrometry which revealed a D of 1.07. The enzyme could be separated quantitatively from the polymer, lowering the metal content of the purified polymers below the detection limit of ICP-OES of 9 ppb. The enzyme retained its polymerization activity for more than eight hours, but formed electrostatic complexes with the polymer and underwent conformational changes at the beginning of the reaction. Biocatalytic controlled radical polymerization allows the synthesis of poly(N-vinylimidazole) with a well-defined molecular weight. Such polymers will be useful building blocks in many applications, such as drug- and gene-delivery, fuel cell membranes and polyionic liquids.

LanguageEnglish
Pages6617-6625
Number of pages9
JournalPolymer Chemistry
Volume7
Issue number43
Early online date13 Oct 2016
DOIs
Publication statusPublished - 21 Nov 2016

Fingerprint

Laccase
Free radical polymerization
Polymerization
Polymers
Molecular Weight
Enzymes
Molecular weight
Trametes
Atom transfer radical polymerization
Reducing Agents
Gel permeation chromatography
Reducing agents
Cell membranes
Molecular weight distribution
Static Electricity
Ascorbic Acid
Gel Chromatography
Mass spectrometry
Limit of Detection
N-vinylimidazole

Keywords

  • rametes versicolor
  • oxidoreductase
  • N-vinylimidazole
  • polymerss
  • chromatography

Cite this

Fodor, C., Gajewska, B., Rifaie-Graham, O., Apebende, E. A., Pollard, J., & Bruns, N. (2016). Laccase-catalyzed controlled radical polymerization of N-vinylimidazole. Polymer Chemistry, 7(43), 6617-6625. https://doi.org/10.1039/c6py01261b
Fodor, Csaba ; Gajewska, Bernadetta ; Rifaie-Graham, Omar ; Apebende, Edward A. ; Pollard, Jonas ; Bruns, Nico. / Laccase-catalyzed controlled radical polymerization of N-vinylimidazole. In: Polymer Chemistry. 2016 ; Vol. 7, No. 43. pp. 6617-6625.
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Fodor, C, Gajewska, B, Rifaie-Graham, O, Apebende, EA, Pollard, J & Bruns, N 2016, 'Laccase-catalyzed controlled radical polymerization of N-vinylimidazole' Polymer Chemistry, vol. 7, no. 43, pp. 6617-6625. https://doi.org/10.1039/c6py01261b

Laccase-catalyzed controlled radical polymerization of N-vinylimidazole. / Fodor, Csaba; Gajewska, Bernadetta; Rifaie-Graham, Omar; Apebende, Edward A.; Pollard, Jonas; Bruns, Nico.

In: Polymer Chemistry, Vol. 7, No. 43, 21.11.2016, p. 6617-6625.

Research output: Contribution to journalArticle

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Fodor C, Gajewska B, Rifaie-Graham O, Apebende EA, Pollard J, Bruns N. Laccase-catalyzed controlled radical polymerization of N-vinylimidazole. Polymer Chemistry. 2016 Nov 21;7(43):6617-6625. https://doi.org/10.1039/c6py01261b