Journal article
New degradation compounds from lignocellulosic biomass pretreatment: routes for formation of potent oligophenolic enzyme inhibitors
Ørsted A/S1
Department of Chemistry, Technical University of Denmark2
Organic Chemistry, Department of Chemistry, Technical University of Denmark3
Department of Chemical and Biochemical Engineering, Technical University of Denmark4
Center for BioProcess Engineering, Department of Chemical and Biochemical Engineering, Technical University of Denmark5
In this study 26 new oligophenol cellulase inhibitors were discovered from wheat straw pretreatment liquors. By consideration of the reaction mechanisms for their formation it is proposed that these oligophenols are formed during hydrothermal biomass pretreatment by pentose self-condensation reactions involving aldol condensations, 1,4 additions to α,β unsaturated carbonyl compounds, 3-keto acid decarboxylations and oxidations.
Furthermore, pentose reactions with phenolic lignin components are suggested. The identification of the central role of xylose in the reaction routes for oligophenolic inhibitor formation led to the solution to protect the reactive anomeric center in xylose. It is shown that protection of the anomeric center in in situ generated xylose with ethylene glycol monobutyl ether, during pretreatment of wheat straw, reduces the level of oligophenols by 73%.
The results pave the way for implementation of new types of reactions that hinder inhibitor formation in lignocellulosic biomass processing.
Language: | English |
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Publisher: | The Royal Society of Chemistry |
Year: | 2017 |
Pages: | 464-473 |
ISSN: | 14639270 and 14639262 |
Types: | Journal article |
DOI: | 10.1039/c6gc01809b |
ORCIDs: | Tanner, David Ackland and Meyer, Anne S. |