Article
Licensed
Unlicensed
Requires Authentication
Monolignol dehydrogenative polymerization in vitro in the presence of dioxane and a methylated β-β′ dimer model compound
-
Anders Holmgren
Published/Copyright:
July 22, 2008
Abstract
Lignin formation is believed to occur by polymerization of resonance-stabilized monolignol radicals formed by enzymatic oxidation. Recently, different hypotheses suggested that lignin polymerization is influenced by surfaces in the cell wall which can be polysaccharides or proteins. The latter is called the proteinaceous dirigent sites/template polymerization hypothesis. According to another hypothesis, lignin itself is believed to act as a template and replicate its primary structure. In this work, dehydrogenative polymerization (DHP) of the lignin precursor coniferyl alcohol was performed in vitro in the presence and absence of pinoresinol dimethyl ether (a β-β′ dimer model). Another peculiarity of the experiments was the presence of dioxane which afforded a high solubility of the reactants. The question was whether the presence of β-β′ dimer model would change the structure of the DHP formed. The DHPs were analyzed by quantitative 13C NMR, GC-FID, and GC-MS. The dimer model as a template in the homogeneous polymerization state (in solution) did not influence the DHP structure.
Keywords: dehydrogenation polymers (DHP); lignin; pinoresinol dimethyl ether; replication; template polymerization
Received: 2007-12-17
Accepted: 2008-5-5
Published Online: 2008-07-22
Published Online: 2008-07-22
Published in Print: 2008-09-01
©2008 by Walter de Gruyter Berlin New York
You are currently not able to access this content.
You are currently not able to access this content.
Articles in the same Issue
- Original Papers
- Studies on the dehydrogenative polymerizations (DHPs) of monolignol β-glycosides: Part 4. Horseradish peroxidase-catalyzed copolymerization of isoconiferin and isosyringin
- Studies on the dehydrogenative polymerization of monolignol β-glycosides: Part 5. UV spectroscopic monitoring of horseradish peroxidase-catalyzed polymerization of monolignol glycosides
- Monolignol dehydrogenative polymerization in vitro in the presence of dioxane and a methylated β-β′ dimer model compound
- Structural characterization of milled wood lignins from different eucalypt species
- FTIR spectroscopy in combination with principal component analysis or cluster analysis as a tool to distinguish beech (Fagus sylvatica L.) trees grown at different sites
- Hydrothermal dissolution of mixed southern hardwoods
- Characterisation of fines from unbleached kraft pulps and their impact on sheet properties
- Effects of refining steam pressure on the properties of loblolly pine (Pinus taeda L.) fibers
- Elastic deformation mechanisms of softwoods in radial tension – Cell wall bending or stretching?
- Fiberboard bending properties as a function of density, thickness, resin, and moisture content
- Modification of Fagus sylvatica (L.) with 1,3-dimethylol-4,5-dihydroxyethylene urea (DMDHEU): Part 1. Estimation of heat adsorption by the isosteric method (Hailwood-Horrobin model) and by solution calorimetry
- Development of wooden block shear wall – Improvement of stiffness by utilizing elements of densified wood
- Significance of the heating rate on the physical properties of carbonized maple wood
- Exploring Scots pine fibre development mechanisms during TMP processing: Impact of cell wall ultrastructure (morphological and topochemical) on negative behaviour
- Pentachlorphenol migration from treated wood exposed to simulated rainfall
- Resistance of Trichoderma harzianum to the biocide tebuconazol – Proposed biodegradation pathways
- Short Notes
- On the variation of acid-labile aryl ether unit content in wood lignin
- Coumarins and secoiridoid glucosides from bark of Fraxinus rhynchophylla Hance
- Antifungal activities of heartwood extracts of Port-Orford cedar extractives
- Antifungal secoabietane dialdehyde and bisabolane-type terpenoids from the heartwood of Cryptomeria japonica D. Don
- Meetings
- Meetings
Keywords for this article
dehydrogenation polymers (DHP);
lignin;
pinoresinol dimethyl ether;
replication;
template polymerization
Articles in the same Issue
- Original Papers
- Studies on the dehydrogenative polymerizations (DHPs) of monolignol β-glycosides: Part 4. Horseradish peroxidase-catalyzed copolymerization of isoconiferin and isosyringin
- Studies on the dehydrogenative polymerization of monolignol β-glycosides: Part 5. UV spectroscopic monitoring of horseradish peroxidase-catalyzed polymerization of monolignol glycosides
- Monolignol dehydrogenative polymerization in vitro in the presence of dioxane and a methylated β-β′ dimer model compound
- Structural characterization of milled wood lignins from different eucalypt species
- FTIR spectroscopy in combination with principal component analysis or cluster analysis as a tool to distinguish beech (Fagus sylvatica L.) trees grown at different sites
- Hydrothermal dissolution of mixed southern hardwoods
- Characterisation of fines from unbleached kraft pulps and their impact on sheet properties
- Effects of refining steam pressure on the properties of loblolly pine (Pinus taeda L.) fibers
- Elastic deformation mechanisms of softwoods in radial tension – Cell wall bending or stretching?
- Fiberboard bending properties as a function of density, thickness, resin, and moisture content
- Modification of Fagus sylvatica (L.) with 1,3-dimethylol-4,5-dihydroxyethylene urea (DMDHEU): Part 1. Estimation of heat adsorption by the isosteric method (Hailwood-Horrobin model) and by solution calorimetry
- Development of wooden block shear wall – Improvement of stiffness by utilizing elements of densified wood
- Significance of the heating rate on the physical properties of carbonized maple wood
- Exploring Scots pine fibre development mechanisms during TMP processing: Impact of cell wall ultrastructure (morphological and topochemical) on negative behaviour
- Pentachlorphenol migration from treated wood exposed to simulated rainfall
- Resistance of Trichoderma harzianum to the biocide tebuconazol – Proposed biodegradation pathways
- Short Notes
- On the variation of acid-labile aryl ether unit content in wood lignin
- Coumarins and secoiridoid glucosides from bark of Fraxinus rhynchophylla Hance
- Antifungal activities of heartwood extracts of Port-Orford cedar extractives
- Antifungal secoabietane dialdehyde and bisabolane-type terpenoids from the heartwood of Cryptomeria japonica D. Don
- Meetings
- Meetings
