TY - JOUR
T1 - Enzymatic grafting of functional molecules to the lignin model dibenzodioxocin and lignocellulose material
AU - Kudanga, Tukayi
AU - Prasetyo, Endry Nugroho
AU - Sipilä, Jussi
AU - Nyanhongo, Gibson S.
AU - Guebitz, Georg M.
N1 - Funding Information:
Financial support from the Austrian Academic Exchange Service (OEAD) and the European Union Biorenew Project [Sixth Framework Programme (FP6-2004-NMP-NI-4)] are gratefully Acknowledged.
PY - 2010/3/5
Y1 - 2010/3/5
N2 - 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.
AB - 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.
KW - Dibenzodioxocin
KW - Enzymatic functionalization
KW - Laccase
KW - Lignin
UR - http://www.scopus.com/inward/record.url?scp=74149088954&partnerID=8YFLogxK
U2 - 10.1016/j.enzmictec.2009.10.015
DO - 10.1016/j.enzmictec.2009.10.015
M3 - Article
AN - SCOPUS:74149088954
SN - 0141-0229
VL - 46
SP - 272
EP - 280
JO - Enzyme and Microbial Technology
JF - Enzyme and Microbial Technology
IS - 3-4
ER -