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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Format: | comunicación de congreso biblioteca |
Language: | English |
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2013-06-12
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Subjects: | Wheat straw, Milled wood lignin, HSQC, DFRC, p-Coumarates, Tricin, |
Online Access: | http://hdl.handle.net/10261/86427 |
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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 |
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Wheat straw Milled wood lignin HSQC DFRC p-Coumarates Tricin Wheat straw Milled wood lignin HSQC DFRC p-Coumarates Tricin |
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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 |
work_keys_str_mv |
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1777664692817231872 |