Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.

The structure of the lignin in wheat straw has been investigated by 2D-NMR and DFRC. It is a p-hydroxyphenyl-guaiacyl-syringyl lignin (with a H:G:S ratio of 6:64:30) associated with p-coumarates and ferulates. The main substructures present are β–O–4´-ethers (~75%), followed by phenylcoumarans (~11%), with lower amounts of other units. The lignin is partially acylated (~10%) at the γ-carbon, predominantly with acetates that preferentially acylate guaiacyl (12%) rather than syringyl (1%) units. p-Coumarate esters were barely detectable (<1%) on monomer conjugates released by selectively cleaving β-ethers in DFRC, indicating that they might be preferentially involved in condensed or terminal structures. A major new finding is that the flavone tricin is apparently incorporated into the lignins.

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Main Authors: Río Andrade, José Carlos del, Rencoret, Jorge, Prinsen, Pepijn, Martínez, Ángel T., Gutiérrez Suárez, Ana, Ralph, John
Format: comunicación de congreso biblioteca
Language:English
Published: 2013-06-12
Subjects:Wheat straw, Milled wood lignin, HSQC, DFRC, p-Coumarates, Tricin,
Online Access:http://hdl.handle.net/10261/86427
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spelling dig-irnas-es-10261-864272020-11-13T13:29:45Z Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses. Río Andrade, José Carlos del Rencoret, Jorge Prinsen, Pepijn Martínez, Ángel T. Gutiérrez Suárez, Ana Ralph, John Wheat straw Milled wood lignin HSQC DFRC p-Coumarates Tricin The structure of the lignin in wheat straw has been investigated by 2D-NMR and DFRC. It is a p-hydroxyphenyl-guaiacyl-syringyl lignin (with a H:G:S ratio of 6:64:30) associated with p-coumarates and ferulates. The main substructures present are β–O–4´-ethers (~75%), followed by phenylcoumarans (~11%), with lower amounts of other units. The lignin is partially acylated (~10%) at the γ-carbon, predominantly with acetates that preferentially acylate guaiacyl (12%) rather than syringyl (1%) units. p-Coumarate esters were barely detectable (<1%) on monomer conjugates released by selectively cleaving β-ethers in DFRC, indicating that they might be preferentially involved in condensed or terminal structures. A major new finding is that the flavone tricin is apparently incorporated into the lignins. This study has been funded by the Spanish project AGL2011-25379, the CSIC project 201040E075 and the EU-project LIGNODECO (KBBE-244362). Dr. Jorge Rencoret thanks the CSIC for a JAE-DOC contract of the program “Junta para la Ampliación de Estudios” co-financed by Fondo Social Europeo (FSE). John Ralph was funded in part by the DOE Great Lakes Bioenergy Research Center (DOE Office of Science BER DE-FC02-807ER64494). Peer reviewed 2013-11-12T14:53:59Z 2013-11-12T14:53:59Z 2013-06-12 comunicación de congreso http://purl.org/coar/resource_type/c_5794 17th International Symposium on Wood, Fibre and Pulping Chemistry, Vancouver (Canada) http://hdl.handle.net/10261/86427 en open
institution IRNAS ES
collection DSpace
country España
countrycode ES
component Bibliográfico
access En linea
databasecode dig-irnas-es
tag biblioteca
region Europa del Sur
libraryname Biblioteca del IRNAS España
language English
topic Wheat straw
Milled wood lignin
HSQC
DFRC
p-Coumarates
Tricin
Wheat straw
Milled wood lignin
HSQC
DFRC
p-Coumarates
Tricin
spellingShingle Wheat straw
Milled wood lignin
HSQC
DFRC
p-Coumarates
Tricin
Wheat straw
Milled wood lignin
HSQC
DFRC
p-Coumarates
Tricin
Río Andrade, José Carlos del
Rencoret, Jorge
Prinsen, Pepijn
Martínez, Ángel T.
Gutiérrez Suárez, Ana
Ralph, John
Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.
description The structure of the lignin in wheat straw has been investigated by 2D-NMR and DFRC. It is a p-hydroxyphenyl-guaiacyl-syringyl lignin (with a H:G:S ratio of 6:64:30) associated with p-coumarates and ferulates. The main substructures present are β–O–4´-ethers (~75%), followed by phenylcoumarans (~11%), with lower amounts of other units. The lignin is partially acylated (~10%) at the γ-carbon, predominantly with acetates that preferentially acylate guaiacyl (12%) rather than syringyl (1%) units. p-Coumarate esters were barely detectable (<1%) on monomer conjugates released by selectively cleaving β-ethers in DFRC, indicating that they might be preferentially involved in condensed or terminal structures. A major new finding is that the flavone tricin is apparently incorporated into the lignins.
format comunicación de congreso
topic_facet Wheat straw
Milled wood lignin
HSQC
DFRC
p-Coumarates
Tricin
author Río Andrade, José Carlos del
Rencoret, Jorge
Prinsen, Pepijn
Martínez, Ángel T.
Gutiérrez Suárez, Ana
Ralph, John
author_facet Río Andrade, José Carlos del
Rencoret, Jorge
Prinsen, Pepijn
Martínez, Ángel T.
Gutiérrez Suárez, Ana
Ralph, John
author_sort Río Andrade, José Carlos del
title Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.
title_short Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.
title_full Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.
title_fullStr Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.
title_full_unstemmed Structural characterization of wheat straw lignin. Evidence for a novel monomer in grasses.
title_sort structural characterization of wheat straw lignin. evidence for a novel monomer in grasses.
publishDate 2013-06-12
url http://hdl.handle.net/10261/86427
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AT martinezangelt structuralcharacterizationofwheatstrawligninevidenceforanovelmonomeringrasses
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