Laccase catalyzed covalent coupling of fluorophenols increases lignocellulose surface hydrophobicity
2009; Elsevier BV; Volume: 101; Issue: 8 Linguagem: Inglês
10.1016/j.biortech.2009.12.002
ISSN1873-2976
AutoresTukayi Kudanga, Endry Nugroho Prasetyo, Petri Widsten, Andreas Kandelbauer, Sandra Jury, Carol Heathcote, Jussi Sipilä, Hansjoerg Weber, Gibson S. Nyanhongo, Georg M. Guebitz,
Tópico(s)Electrochemical sensors and biosensors
ResumoThis work presents for the first time the mechanistic evidence of a laccase-catalyzed method of covalently grafting hydrophobicity enhancing fluorophenols onto Fagus sylvatica veneers. Coupling of fluorophenols onto complex lignin model compounds guaiacylglycerol β-guaiacyl ether and syringylglycerol β-guaiacyl ether was demonstrated by LC–MS and NMR. Laccase-mediated coupling increased binding of 4-[4-(trifluoromethyl)phenoxy]phenol (4,4-F3MPP) and 4-(trifluoromethoxy)phenol (4-F3MP) to veneers by 77.1% and 39.2%, respectively. XPS studies showed that laccase-catalyzed grafting of fluorophenols resulted in a fluorine content of 6.39% for 4,4-F3MPP, 3.01% for 4-F3MP and 0.26% for 4-fluoro-2-methylphenol (4,2-FMP). Grafting of the fluorophenols 4,2-FMP, 4-F3MP and 4,4-F3MPP led to a 9.6%, 28.6% and 65.5% increase in hydrophobicity, respectively, when compared to treatments with the respective fluorophenols in the absence of laccase, in good agreement with XPS data.
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