Enzymatic grafting of functional molecules to the lignin model dibenzodioxocin and lignocellulose material

• Published in: Enzyme and microbial technology Vol. 46; no. 3; pp. 272 - 280
• Main Authors: Kudanga, Tukayi, Prasetyo, Endry Nugroho, Sipilä, Jussi, Nyanhongo, Gibson S., Guebitz, Georg M.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Inc 05.03.2010; Elsevier
• Subjects: Bacillus; Biological and medical sciences; Biotechnology; Dibenzodioxocin; Enzymatic functionalization; Fagus sylvatica; Fundamental and applied biological sciences. Psychology; Laccase; Lignin; Trametes hirsuta; Lignin; Enzymatic functionalization; Dibenzodioxocin; Laccase; Functionalization; Enzyme; Materials; Lignocellulosics; Models; Oxidoreductases; Grafting
• ISSN: 0141-0229; 1879-0909
• DOI: 10.1016/j.enzmictec.2009.10.015

Laccase-mediated grafting of functional molecules presents an eco-friendly approach to functionalize lignocellulose materials. In this study functional molecules in the form of reactive phenolic amines, hydrophobicity enhancing fluorophenols and selected wood preservatives, were for the first time successfully coupled onto the lignin model compound dibenzodioxocin (Db) as demonstrated by HPLC-MS analysis. A 1:1-coupling was demonstrated for various combinations including Db and tyramine ( m/ z 620.5), Db and 3-O-methyldopamine ( m/ z 650.5), Db and 4-hydroxy-3-methoxybenzylamine ( m/ z 636.5), Db and 4-fluoro-2-methylphenol ( m/ z 609.5), and Db and 2-phenylphenol ( m/ z 653.5). Fungal laccases from Trametes hirsuta and T. villosa were more efficient in mediating the coupling of tyramine to dibenzodioxocin and beech ( Fagus sylvatica) wood than a Bacillus sp. laccase with lower redox potential. This work presents for the first time a model for functionalizing of lignocellulose using the lignin model dibenzodioxocin.