Reactivity of long chain alkylamines to lignin moieties: Implications on hydrophobicity of lignocellulose materials

Enzymatic processes provide new perspectives for modification of lignocellulose materials. In the current study, laccase catalyzed coupling of long chain alkylamines to lignin model molecules and lignocellulose was investigated. Up to two molecules of dodecylamine (DA) and dihexylamine (DHA) were su...

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Published inJournal of biotechnology Vol. 149; no. 1; pp. 81 - 87
Main Authors Kudanga, Tukayi, Prasetyo, Endry Nugroho, Sipilä, Jussi, Guebitz, Georg M., Nyanhongo, Gibson S.
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier B.V 20.08.2010
Elsevier
Subjects
Alkylamines
Amines - chemistry
Biological and medical sciences
Biotechnology
Chromatography, High Pressure Liquid
Fundamental and applied biological sciences. Psychology
Hydrophobic and Hydrophilic Interactions
Laccase
Laccase - metabolism
Lignin - chemistry
Lignocellulose hydrophobicity
Mass Spectrometry
Photoelectron Spectroscopy
Alkylamines
Lignocellulose hydrophobicity
Laccase
Lignin
Enzyme
Materials
Alkylamine
Lignocellulosics
Oxidoreductases
Hydrophobicity
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Summary:Enzymatic processes provide new perspectives for modification of lignocellulose materials. In the current study, laccase catalyzed coupling of long chain alkylamines to lignin model molecules and lignocellulose was investigated. Up to two molecules of dodecylamine (DA) and dihexylamine (DHA) were successfully coupled with lignin monomers (guaiacol, catechol and ferulic acid) while coupling onto complex lignin model compounds (syringylglycerol β-guaiacyl ether, guaiacylglycerol β-guaiacyl ether and dibenzodioxocin) yielded 1:1 coupling products. Surface analysis of beech veneers enzymatically grafted with DA showed an increase in nitrogen content of 3.18% compared to 0.71% in laccase only treated controls while the O/C ratio decreased from 0.52 to 0.46. Concomitantly the grafting of DHA or DA onto beech veneers resulted in a 53.8% and 84.2% increase in hydrophobicity, respectively when compared to simple adsorption. Therefore, laccase-mediated grafting of long chain alkylamines onto lignocellulose materials can be potentially exploited for improving their hydrophobicity.
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ISSN:0168-1656
1873-4863
DOI:10.1016/j.jbiotec.2010.06.020