Polymerization of coniferyl alcohol by Mn3+-mediated (enzymatic) oxidation : Effects of H2O2 concentration, aqueous organic solvents, and pH

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Taboada-Puig , R , Lu-Chau , T A , Moreira , M T , Feijoo , G , Lema , J M , Fagerstedt , K , Ohra-Aho , T , Liitia , T , Heikkinen , H , Ropponen , J & Tamminen , T 2018 , ' Polymerization of coniferyl alcohol by Mn3+-mediated (enzymatic) oxidation : Effects of H2O2 concentration, aqueous organic solvents, and pH ' , Biotechnology Progress , vol. 34 , no. 1 , pp. 81-90 . https://doi.org/10.1002/btpr.2562

Title: Polymerization of coniferyl alcohol by Mn3+-mediated (enzymatic) oxidation : Effects of H2O2 concentration, aqueous organic solvents, and pH
Author: Taboada-Puig, Roberto; Lu-Chau, Thelmo A.; Moreira, Maria T.; Feijoo, Gumersindo; Lema, Juan M.; Fagerstedt, Kurt; Ohra-Aho, Taina; Liitia, Tiina; Heikkinen, Harri; Ropponen, Jarmo; Tamminen, Tarja
Contributor: University of Helsinki, Biosciences
Date: 2018
Language: eng
Number of pages: 10
Belongs to series: Biotechnology Progress
ISSN: 8756-7938
URI: http://hdl.handle.net/10138/324383
Abstract: 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 Mn2+ 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 4.5pH6.0 and with 0.75H(2)O(2):CA ratio1. The results obtained from the Mn3+-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 H2O2/CA ratio was beneficial to avoid oxidative side reactions. However, the high frequency of - linkages in all cases points to dimer formation between monomeric CA rather than endwise polymerization. (c) 2017 American Institute of Chemical Engineers Biotechnol. Prog., 34:81-90, 2018
Subject: polymerization
coniferyl alcohol
dehydrogenated polymer
versatile peroxidase
Mn(III)-malonate
Bjerkandera sp
POLYSACCHARIDE DERIVED PRODUCTS
THERMAL-DEGRADATION PRODUCTS
VERSATILE PEROXIDASE
LIGNIN BIOSYNTHESIS
NMR-SPECTROSCOPY
WOOD
PYROLYSIS
MANGANESE
MODEL
SINAPYL
1183 Plant biology, microbiology, virology
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