Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

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Record number 549740
Title The impact of lignin sulfonation on its reactivity with laccase and laccase/HBT
Author(s) Hilgers, Roelant; Twentyman-Jones, Megan; Dam, Annemieke Van; Gruppen, Harry; Zuilhof, Han; Kabel, Mirjam A.; Vincken, Jean Paul
Source Catalysis Science & Technology 9 (2019)6. - ISSN 2044-4753 - p. 1535 - 1542.
DOI https://doi.org/10.1039/c9cy00249a
Department(s) Food Chemistry
VLAG
Organic Chemistry
Publication type Refereed Article in a scientific journal
Publication year 2019
Abstract

Lignin is a highly abundant aromatic polymer in nature, but its controlled cleavage or cross-linking is a major challenge and currently hindering industrial applicability. Laccase (L) and laccase/mediator systems (LMS) are promising tools for enzymatic lignin modification, but to date, their overall reaction outcome is hard to predict and control. This research aimed to understand the reactivity of native and sulfonated β-O-4 linked lignin structures in L and LMS treatments. Trametes versicolor laccase, and the mediator hydroxybenzotriazole (HBT) were used, and reaction products were analyzed using UHPLC-MS n and MALDI-TOF-MS. Polymerization was observed for both the native and sulfonated phenolic compounds, suggesting that sulfonation does not affect radical coupling of the phenolic lignin subunits. In contrast, sulfonation of the non-phenolic lignin structure prevented C α oxidation and cleavage by L/HBT, which was explained by an increased C α -H bond dissociation energy of ∼10 kcal mol -1 upon sulfonation. Overall, our results indicate that lignin sulfonation drives the overall outcome of LMS incubations towards polymerization.

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