Incorporation of catechyl monomers into lignins: lignification from the non-phenolic end via Diels–Alder cycloaddition?

Author:

Ando Daisuke1ORCID,Lu Fachuang12ORCID,Kim Hoon1ORCID,Eugene Alexis1ORCID,Tobimatsu Yuki3ORCID,Vanholme Ruben45ORCID,Elder Thomas J.6ORCID,Boerjan Wout45ORCID,Ralph John178ORCID

Affiliation:

1. Department of Energy, Great Lakes Bioenergy Research Center, Wisconsin Energy Institute, Madison, Wisconsin 53726, USA

2. State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, 381 Wushan Rd, Tianhe District, Guangzhou, 510640, P.R. China

3. Research Institute for Sustainable Humanosphere, Kyoto University, Gokasho, Uji, 611-0011, Japan

4. Department of Plant Biotechnology and Bioinformatics, Ghent University, B-9052 Gent, Belgium

5. Center for Plant Systems Biology, VIB, B-9052 Gent, Belgium

6. USDA-Forest Service, Southern Research Station, 521 Devall Drive, Auburn, AL 36849, USA

7. Department of Biochemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA

8. Department of Biological System Engineering, University of Wisconsin-Madison, Madison, Wisconsin 53726, USA

Abstract

Catechyl monomers 1-electron-oxidize and undergo radical coupling to produce benzodioxane units in lignin. Derived o-quinones undergo Diels–Alder reactions giving oxatricyclo and new benzodioxane products, but does this occur in lignification?.

Funder

Basic Energy Sciences

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

Pollution,Environmental Chemistry

Cited by 6 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. STRUCTURE AND BIOMEDICAL PROPERTIES OF LIGNINS (REVIEW);chemistry of plant raw material;2023-12-15

2. Lignin, the Lignification Process, and Advanced, Lignin-Based Materials;International Journal of Molecular Sciences;2023-07-19

3. Biomimetic oxidative copolymerization of hydroxystilbenes and monolignols;Science Advances;2023-03-10

4. Lignins and Lignification;Recent Advances in Polyphenol Research;2023-02-03

5. The temptation from homogeneous linear catechyl lignin;Trends in Chemistry;2022-10

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