Polymerization of coniferyl alcohol by Mn 3+ -mediated (enzymatic) oxidation: Effects of H 2 O 2 concentration, aqueous organic solvents, and pH.

Autor: Taboada-Puig R; School of Biological Sciences and Engineering, Yachay Tech University, Hacienda San José s/n y Proyecto Yachay, San Miguel de Urcuquí, Ecuador., Lú-Chau TA; Department of Chemical Engineering, Institute of Technology, University of Santiago de Compostela, Santiago de Compostela, E-15782, Spain., Moreira MT; Department of Chemical Engineering, Institute of Technology, University of Santiago de Compostela, Santiago de Compostela, E-15782, Spain., Feijoo G; Department of Chemical Engineering, Institute of Technology, University of Santiago de Compostela, Santiago de Compostela, E-15782, Spain., Lema JM; Department of Chemical Engineering, Institute of Technology, University of Santiago de Compostela, Santiago de Compostela, E-15782, Spain., Fagerstedt K; Department of Biosciences, FIN-00014 Helsinki University, Finland., Ohra-Aho T; VTT - Technical Research Centre of Finland Ltd, VTT, FI-02044, Finland., Liitiä T; VTT - Technical Research Centre of Finland Ltd, VTT, FI-02044, Finland., Heikkinen H; VTT - Technical Research Centre of Finland Ltd, VTT, FI-02044, Finland., Ropponen J; VTT - Technical Research Centre of Finland Ltd, VTT, FI-02044, Finland., Tamminen T; VTT - Technical Research Centre of Finland Ltd, VTT, FI-02044, Finland.
Jazyk: angličtina
Zdroj: Biotechnology progress [Biotechnol Prog] 2018 Jan; Vol. 34 (1), pp. 81-90. Date of Electronic Publication: 2017 Oct 10.
DOI: 10.1002/btpr.2562
Abstrakt: The objective of this study was to evaluate the ability of one versatile peroxidase and the biocatalytically generated complex Mn(III)-malonate to polymerize coniferyl alcohol (CA) to obtain dehydrogenation polymers (DHPs) and to characterize how closely the structures of the formed DHPs resemble native lignin. Hydrogen peroxide was used as oxidant and Mn 2+ as mediator. Based on the yields of the polymerized product, it was concluded that the enzymatic reaction should be performed in aqueous solution without organic solvents at 4.5 ≤ pH ≤ 6.0 and with 0.75 ≤ H 2 O 2 :CA ratio ≤ 1. The results obtained from the Mn 3+ -malonate-mediated polymerization showed that the yield was almost 100%. Reaction conditions had, however, effect on the structures of the formed DHPs, as detected by size exclusion chromatography and pyrolysis-GC/MS. It can be concluded that from the structural point of view, the optimal pH for DHP formation using the presently studied system was 3 or 4.5. Low H 2 O 2 /CA ratio was beneficial to avoid oxidative side reactions. However, the high frequency of β-β linkages in all cases points to dimer formation between monomeric CA rather than endwise polymerization. © 2017 American Institute of Chemical Engineers Biotechnol. Prog., 34:81-90, 2018.
(© 2017 American Institute of Chemical Engineers.)
Databáze: MEDLINE
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