Sulfonation of phenolic end groups in lignin directs laccase-initiated reactions towards cross-linking

Dimitri Areskogh; Paula Nousiainen; Jiebing Li; Göran Gellerstedt; Jussi Sipilä; Gunnar Henriksson

doi:10.1089/ind.2010.6.050

Sulfonation of phenolic end groups in lignin directs laccase-initiated reactions towards cross-linking

Dimitri Areskogh, Paula Nousiainen, Jiebing Li, Göran Gellerstedt, Jussi Sipilä, Gunnar Henriksson^*

^*Corresponding author for this work

Not published at Aalto University

Research output: Contribution to journal › Article › Scientific › peer-review

12 Citations (Scopus)

Abstract

The effect of sulfonation of the a-carbon on model compounds representing phenolic end groups on lignin was studied with respect to the reactions initiated by oxidation of laccase, by mass spectrometry. Sulfonation seems to direct the reactions towards formation of 5-5'and 4-O-5'bonds, avoiding formation of 1-O-4' bonds and oxidation of the a-carbon. This, in turn, will facilitate cross-linking reactions between lignin molecules. Sulfonation therefore has potential as an industrial pretreatment prior to laccase treatment for various wood-containing materials.

Original language	English
Pages (from-to)	50-59
Number of pages	10
Journal	Industrial Biotechnology
Volume	6
Issue number	1
DOIs	https://doi.org/10.1089/ind.2010.6.050
Publication status	Published - 1 Feb 2010
MoE publication type	A1 Journal article-refereed

Keywords

Cross-coupling
Laccase
Lignin
Lignosulfonate
Mass spectrometry
Sulfonation

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10.1089/ind.2010.6.050

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title = "Sulfonation of phenolic end groups in lignin directs laccase-initiated reactions towards cross-linking",

abstract = "The effect of sulfonation of the a-carbon on model compounds representing phenolic end groups on lignin was studied with respect to the reactions initiated by oxidation of laccase, by mass spectrometry. Sulfonation seems to direct the reactions towards formation of 5-5'and 4-O-5'bonds, avoiding formation of 1-O-4' bonds and oxidation of the a-carbon. This, in turn, will facilitate cross-linking reactions between lignin molecules. Sulfonation therefore has potential as an industrial pretreatment prior to laccase treatment for various wood-containing materials.",

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T1 - Sulfonation of phenolic end groups in lignin directs laccase-initiated reactions towards cross-linking

AU - Areskogh, Dimitri

AU - Nousiainen, Paula

AU - Li, Jiebing

AU - Gellerstedt, Göran

AU - Sipilä, Jussi

AU - Henriksson, Gunnar

PY - 2010/2/1

Y1 - 2010/2/1

N2 - The effect of sulfonation of the a-carbon on model compounds representing phenolic end groups on lignin was studied with respect to the reactions initiated by oxidation of laccase, by mass spectrometry. Sulfonation seems to direct the reactions towards formation of 5-5'and 4-O-5'bonds, avoiding formation of 1-O-4' bonds and oxidation of the a-carbon. This, in turn, will facilitate cross-linking reactions between lignin molecules. Sulfonation therefore has potential as an industrial pretreatment prior to laccase treatment for various wood-containing materials.

AB - The effect of sulfonation of the a-carbon on model compounds representing phenolic end groups on lignin was studied with respect to the reactions initiated by oxidation of laccase, by mass spectrometry. Sulfonation seems to direct the reactions towards formation of 5-5'and 4-O-5'bonds, avoiding formation of 1-O-4' bonds and oxidation of the a-carbon. This, in turn, will facilitate cross-linking reactions between lignin molecules. Sulfonation therefore has potential as an industrial pretreatment prior to laccase treatment for various wood-containing materials.

KW - Cross-coupling

KW - Laccase

KW - Lignin

KW - Lignosulfonate

KW - Mass spectrometry

KW - Sulfonation

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DO - 10.1089/ind.2010.6.050

M3 - Article

AN - SCOPUS:77649262194

SN - 1550-9087

VL - 6

SP - 50

EP - 59

JO - Industrial Biotechnology

JF - Industrial Biotechnology

IS - 1

ER -

Sulfonation of phenolic end groups in lignin directs laccase-initiated reactions towards cross-linking

Abstract

Keywords

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