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Phenolic cross-links: building and de-constructing the plant cell wall

Journal Article · · Natural Product Reports
DOI:https://doi.org/10.1039/C9NP00028C· OSTI ID:1593477
 [1];  [1];  [2];  [3];  [1];  [1];  [4];  [5];  [3];  [5];  [5];  [1];  [5];  [6];  [1];  [1];  [1];  [7];  [1]
  1. Department of Plant and Environmental Sciences, University of Copenhagen, Denmark
  2. Joint BioEnergy Institute, Emeryville, USA, Environmental Genomics and Systems Biology Division, Lawrence Berkeley National Laboratory
  3. Carlsberg Research Laboratory, Copenhagen, Denmark
  4. Department of Food Science, University of Copenhagen, Denmark
  5. Department of Bioengineering, Technical University of Denmark, Denmark
  6. Department of Plant and Environmental Sciences, University of Copenhagen, Denmark, Carlsberg Research Laboratory, Copenhagen
  7. Novozymes A/S, Bagsværd, Denmark
+ Show Author Affiliations

Phenolic cross-links and inter-unit linkages result from the oxidative coupling of hydroxycinnamates leading to lignin assembly and cross-linking with cell wall polysaccharides and extensin proteins.

Sponsoring Organization:
USDOE Office of Science (SC), Biological and Environmental Research (BER)
Grant/Contract Number:
AC02-05CH11231
OSTI ID:
1593477
Alternate ID(s):
OSTI ID: 1609110
Journal Information:
Natural Product Reports, Journal Name: Natural Product Reports Journal Issue: 7 Vol. 37; ISSN NPRRDF; ISSN 0265-0568
Publisher:
Royal Society of Chemistry (RSC)Copyright Statement
Country of Publication:
United Kingdom
Language:
English

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  • del Río, José C.; Rencoret, Jorge; Marques, Gisela
  • Journal of Agricultural and Food Chemistry, Vol. 56, Issue 20, p. 9525-9534 https://doi.org/10.1021/jf800806h
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The Arabidopsis MUM2 Gene Encodes a β-Galactosidase Required for the Production of Seed Coat Mucilage with Correct Hydration Properties journal December 2007
Disruption of LACCASE4 and 17 Results in Tissue-Specific Alterations to Lignification of Arabidopsis thaliana Stems journal March 2011
Pectin Biosynthesis: GALS1 in Arabidopsis thaliana Is a β-1,4-Galactan β-1,4-Galactosyltransferase journal December 2012
An Arabidopsis Cell Wall Proteoglycan Consists of Pectin and Arabinoxylan Covalently Linked to an Arabinogalactan Protein journal January 2013
LACCASE Is Necessary and Nonredundant with PEROXIDASE for Lignin Polymerization during Vascular Development in Arabidopsis journal October 2013
Phenylcoumaran Benzylic Ether Reductase Prevents Accumulation of Compounds Formed under Oxidative Conditions in Poplar Xylem journal September 2014
Small Glycosylated Lignin Oligomers Are Stored in Arabidopsis Leaf Vacuoles journal February 2015
Bacterial catabolism of lignin-derived aromatics: New findings in a recent decade: Update on bacterial lignin catabolism: Bacterial catabolism of lignin-derived aromatics journal November 2017
Degradation of lignin and lignin derivatives by Acinetobacter sp. journal February 1991
Biodegradation of kraft lignin by a bacterial strain Comamonas sp. B-9 isolated from eroded bamboo slips: Biodegradation of kraft lignin journal March 2012
Characterization of a petunia acetyltransferase involved in the biosynthesis of the floral volatile isoeugenol: PhCFAT and Isoeugenol Biosynthesis journal December 2006
Characterization of the extracellular γ-glutamyl transpeptidases, GGT1 and GGT2, in Arabidopsis: Apoplastic glutathione degradation in Arabidopsis journal February 2007
A feruloyl transferase involved in the biosynthesis of suberin and suberin-associated wax is required for maturation and sealing properties of potato periderm: FHT function in potato periderm journal January 2010
The hydroxyproline-rich glycoprotein domain of the Arabidopsis LRX1 requires Tyr for function but not for insolubilization in the cell wall: Characterization of the LRX1 extensin domain journal August 2010
Diferulic and ferulic acid in the cell wall of Avena coleoptiles-Their relationships to mechanical properties of the cell wall journal January 1990
Correlation between cell wall extensibility and the content of diferulic and ferulic acids in cell walls of Oryza sativa coleoptiles grown under water and in air journal November 1991
Targeting expression of a fungal ferulic acid esterase to the apoplast, endoplasmic reticulum or golgi can disrupt feruloylation of the growing cell wall and increase the biodegradability of tall fescue (Festuca arundinacea) journal April 2010
Generation of transgenic wheat ( Triticum aestivum L.) accumulating heterologous endo-xylanase or ferulic acid esterase in the endosperm journal April 2010
Biosynthesis and incorporation of side-chain-truncated lignin monomers to reduce lignin polymerization and enhance saccharification: Reduction in lignin DP enhances saccharification journal March 2012
Constitutive expression of a fungal glucuronoyl esterase in Arabidopsis reveals altered cell wall composition and structure: Transgenic expression of PcGCE in Arabidopsis journal August 2012
The origin and evolution of lignin biosynthesis: Tansley review journal June 2010
Reduced wood stiffness and strength, and altered stem form, in young antisense 4CL transgenic poplars with reduced lignin contents journal December 2010
Cell Wall Lignin is Polymerised by Class III Secretable Plant Peroxidases in Norway Spruce journal February 2010
Simultaneously disrupting AtPrx2 , AtPrx25 and AtPrx71 alters lignin content and structure in Arabidopsis stem : Lignin alteration by simultaneous disruption of journal March 2015
Isolation of bacterial strains able to metabolize lignin and lignin-related compounds journal June 2016
BAHD or SCPL acyltransferase? What a dilemma for acylation in the world of plant phenolic compounds journal June 2015
The class III peroxidase PRX17 is a direct target of the MADS-box transcription factor AGAMOUS-LIKE15 (AGL15) and participates in lignified tissue formation journal August 2016
Suppression of a single BAHD gene in Setaria viridis causes large, stable decreases in cell wall feruloylation and increases biomass digestibility journal January 2018
Introduction of chemically labile substructures into Arabidopsis lignin through the use of LigD, the Cα-dehydrogenase from Sphingobium sp. strain SYK-6 journal January 2015
Knockdown of a laccase in Populus deltoides confers altered cell wall chemistry and increased sugar release journal April 2016
Degradation of lignin β-aryl ether units in Arabidopsis thaliana expressing LigD , LigF and LigG from Sphingomonas paucimobilis SYK-6 journal November 2016
Eugenol specialty chemical production in transgenic poplar ( Populus tremula  ×  P. alba ) field trials journal March 2017
Ectopic expression of a novel OsExtensin-like gene consistently enhances plant lodging resistance by regulating cell elongation and cell wall thickening in rice journal July 2017
The suppression of AtPrx52 affects fibers but not xylem lignification in Arabidopsis by altering the proportion of syringyl units journal December 2014
Novel seed coat lignins in the Cactaceae: structure, distribution and implications for the evolution of lignin diversity journal November 2012
Universal fractionation of lignin-carbohydrate complexes (LCCs) from lignocellulosic biomass: an example using spruce wood journal March 2013
Self-rescue of an EXTENSIN mutant reveals alternative gene expression programs and candidate proteins for new cell wall assembly in Arabidopsis journal May 2013
p -Coumaroyl-CoA:monolignol transferase (PMT) acts specifically in the lignin biosynthetic pathway in Brachypodium distachyon journal February 2014
Identification and suppression of the p‐ coumaroyl CoA:hydroxycinnamyl alcohol transferase in Zea mays L. journal May 2014
Hydroxyproline O -arabinosyltransferase mutants oppositely alter tip growth in Arabidopsis thaliana and Physcomitrella patens journal December 2015
Tricin-lignins: occurrence and quantitation of tricin in relation to phylogeny journal November 2016
Unravelling the impact of lignin on cell wall mechanics: a comprehensive study on young poplar trees downregulated for CINNAMYL ALCOHOL DEHYDROGENASE (CAD) journal June 2017
Glutathione transferases catalyze recycling of auto-toxic cyanogenic glucosides in sorghum journal May 2018
Root endodermal barrier system contributes to defence against plant‐parasitic cyst and root‐knot nematodes journal September 2019
Monolignol ferulate conjugates are naturally incorporated into plant lignins journal October 2016
O-Glycosylated Cell Wall Proteins Are Essential in Root Hair Growth journal June 2011
Monolignol Ferulate Transferase Introduces Chemically Labile Linkages into the Lignin Backbone journal April 2014
Stereoselective Bimolecular Phenoxy Radical Coupling by an Auxiliary (Dirigent) Protein Without an Active Center journal January 1997
Lignin as a Possible Factor in Lodging of Cereals journal October 1930
Microbial Glucuronoyl Esterases: 10 Years after Discovery journal September 2016
Laccase and Its Role in Production of Extracellular Reactive Oxygen Species during Wood Decay by the Brown Rot Basidiomycete Postia placenta journal February 2010
Roles of the Enantioselective Glutathione S-Transferases in Cleavage of  -Aryl Ether journal March 2003
Redox reactions in apoplast of growing cells journal January 2017
Structure and Biogenesis of the cell Walls of Grasses journal June 1996
Lignin Biosynthesis journal June 2003
Properties of fibre boards obtained by activation of the middle lamella lignin of wood fibres with peroxidase and H2O2 before conventional pressing journal January 1998
Extensin network formation in Vitis vinifera callus cells is an essential and causal event in rapid and H2O2-induced reduction in primary cell wall hydration journal January 2011
Isolation, characterization and transcriptome analysis of a novel Antarctic Aspergillus sydowii strain MS-19 as a potential lignocellulosic enzyme source journal May 2017
Arabidopsis leucine-rich repeat extensin (LRX) proteins modify cell wall composition and influence plant growth journal June 2015
Overexpression of a rice BAHD acyltransferase gene in switchgrass (Panicum virgatum L.) enhances saccharification journal September 2018
Exploiting members of the BAHD acyltransferase family to synthesize multiple hydroxycinnamate and benzoate conjugates in yeast journal November 2016
Lignin engineering through laccase modification: a promising field for energy plant improvement journal September 2015
Natural acetylation impacts carbohydrate recovery during deconstruction of Populus trichocarpa wood journal February 2017
Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar journal April 2017
Isolation and characterization of Burkholderia sp. strain CCA53 exhibiting ligninolytic potential journal May 2016
Genome sequence and description of the anaerobic lignin-degrading bacterium Tolumonas lignolytica sp. nov. journal November 2015
Wall-associated kinase 1 (WAK1) is crosslinked in endomembranes, and transport to the cell surface requires correct cell-wall synthesis journal May 2006
Laccase-Catalyzed Surface Modification of Thermo-Mechanical Pulp (TMP) for the Production of Wood Fiber Insulation Boards Using Industrial Process Water journal June 2015
Precursor-Directed Combinatorial Biosynthesis of Cinnamoyl, Dihydrocinnamoyl, and Benzoyl Anthranilates in Saccharomyces cerevisiae journal October 2015
SbCOMT (Bmr12) is involved in the biosynthesis of tricin-lignin in sorghum journal June 2017
Investigating the Role of Extensin Proteins in Poplar Biomass Recalcitrance journal February 2016
Degradation of lignosulfonic and tannic acids by ligninolytic soil fungi cultivated under icroaerobic conditions journal June 2010
Phenolic compounds as cross-links of plant derived polysaccharides [Phenolic compounds as cross-links of plant derived polysaccharides] journal January 2004
Ferulic acid in cereals – a review [Ferulic acid in cereals – a review] journal June 2016
Current Understanding of the Correlation of Lignin Structure with Biomass Recalcitrance journal November 2016
One-Pot Enzymatic Production of Lignin-Composites journal April 2018
Evidence supporting dissimilatory and assimilatory lignin degradation in Enterobacter lignolyticus SCF1 journal January 2013
Large-Scale Co-Expression Approach to Dissect Secondary Cell Wall Formation Across Plant Species journal January 2011
The Cell Walls of Green Algae: A Journey through Evolution and Diversity journal January 2012
Plant cell wall lignification and monolignol metabolism journal January 2013
Proteome readjustments in the apoplastic space of Arabidopsis thaliana ggt1 mutant leaves exposed to UV-B radiation journal March 2015
Quantitative Profiling of Feruloylated Arabinoxylan Side-Chains from Graminaceous Cell Walls journal January 2016
Decreased Polysaccharide Feruloylation Compromises Plant Cell Wall Integrity and Increases Susceptibility to Necrotrophic Fungal Pathogens journal May 2016
Extensin and Arabinogalactan-Protein Biosynthesis: Glycosyltransferases, Research Challenges, and Biosensors journal June 2016
Developing Pericarp of Maize: A Model to Study Arabinoxylan Synthesis and Feruloylation journal September 2016
Grass Cell Walls: A Story of Cross-Linking journal January 2017
DEWAX Transcription Factor Is Involved in Resistance to Botrytis cinerea in Arabidopsis thaliana and Camelina sativa journal July 2017
Supramolecular Self-Assembled Chaos: Polyphenolic Lignin’s Barrier to Cost-Effective Lignocellulosic Biofuels journal November 2010
Coniferylaldehydgruppem im Holz und in isolierten Ligninpräparaten. journal January 1948

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