Insights into lignin primary structure and deconstruction from Arabidopsis thaliana COMT (caffeic acid O-methyl transferase) mutant Atomt1

Organic & Biomolecular Chemistry
Syed G A MoinuddinNorman G Lewis

Abstract

The Arabidopsis mutant Atomt1 lignin differs from native lignin in wild type plants, in terms of sinapyl (S) alcohol-derived substructures in fiber cell walls being substituted by 5-hydroxyconiferyl alcohol (5OHG)-derived moieties. During programmed lignin assembly, these engender formation of benzodioxane substructures due to intramolecular cyclization of their quinone methides that are transiently formed following 8-O-4' radical-radical coupling. Thioacidolytic cleavage of the 8-O-4' inter-unit linkages in the Atomt1 mutant, relative to the wild type, indicated that cleavable sinapyl (S) and coniferyl (G) alcohol-derived monomeric moieties were stoichiometrically reduced by a circa 2 : 1 ratio. Additionally, lignin degradative analysis resulted in release of a 5OHG-5OHG-G trimer from the Atomt1 mutant, which then underwent further cleavage. Significantly, the trimeric moiety released provides new insight into lignin primary structure: during polymer assembly, the first 5OHG moiety is linked via a C8-O-X inter-unit linkage, whereas subsequent addition of monomers apparently involves sequential addition of 5OHG and G moieties to the growing chain in a 2 : 1 overall stoichiometry. This quantification data thus provides further i...Continue Reading

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Citations

Feb 9, 2012·The Journal of Biological Chemistry·Oliver R A CoreaNorman G Lewis
Apr 17, 2015·Annals of Botany·Jaime BarrosEdouard Pesquet
May 17, 2014·Science·Arthur J RagauskasCharles E Wyman
Jul 8, 2020·Molecular Plant-microbe Interactions : MPMI·Bret CooperMarcio E Ferreira
Jun 4, 2019·Frontiers in Plant Science·Elma M J SalentijnLuisa M Trindade
Jul 25, 2019·Nature Plants·Tomáš PluskalJing-Ke Weng
Aug 3, 2012·The Journal of Biological Chemistry·Kye-Won KimNorman G Lewis
Jan 24, 2020·Natural Product Reports·Ewelina MnichPeter Ulvskov

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