Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems
The structure of the lignin in the cortex and pith of elephant grass (Pennisetum purpureum) stems was studied both in situ and in isolated milled gwood h lignins by several analytical methods. The presence of p-coumarate and ferulate in the cortex and pith, as well as in their isolated lignins, was revealed by pyrolysis in the presence of tetramethylammonium hydroxide, and by 2D NMR, and indicated that ferulate acylates the carbohydrates while p-coumarate acylates the lignin polymer. 2D NMR showed a predominance of alkyl aryl ether (beta-O-4) linkages (82% of total interunit linkages), with low amounts of gcondensed h substructures, such as resinols (beta-beta), phenylcoumarans (beta-5), and spirodienones (beta-1). Moreover, the NMR also indicated that these lignins are extensively acylated at the gamma-carbon of the side chain. DFRC analyses confirmed that p-coumarate groups acylate the gamma-OHs of these lignins, and predominantly on syringyl units.
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Format: | artículo biblioteca |
Language: | English |
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American Chemical Society
2012-03
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Subjects: | elephant grass, Pennisetum purpureum, Cortex, pith, Py−GC/MS, TMAH, HSQC, DFRC, milled wood lignin, p-coumarate, ferulate, syringyl, guaiacyl, |
Online Access: | http://hdl.handle.net/10261/51791 |
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dig-irnas-es-10261-517912020-11-13T13:29:45Z Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems Río Andrade, José Carlos del Prinsen, Pepijn Rencoret, Jorge Nieto, Lidia Jiménez-Barbero, Jesús Ralph, John Martínez, Ángel T. Gutiérrez Suárez, Ana elephant grass Pennisetum purpureum Cortex pith Py−GC/MS TMAH HSQC DFRC milled wood lignin p-coumarate ferulate syringyl guaiacyl The structure of the lignin in the cortex and pith of elephant grass (Pennisetum purpureum) stems was studied both in situ and in isolated milled gwood h lignins by several analytical methods. The presence of p-coumarate and ferulate in the cortex and pith, as well as in their isolated lignins, was revealed by pyrolysis in the presence of tetramethylammonium hydroxide, and by 2D NMR, and indicated that ferulate acylates the carbohydrates while p-coumarate acylates the lignin polymer. 2D NMR showed a predominance of alkyl aryl ether (beta-O-4) linkages (82% of total interunit linkages), with low amounts of gcondensed h substructures, such as resinols (beta-beta), phenylcoumarans (beta-5), and spirodienones (beta-1). Moreover, the NMR also indicated that these lignins are extensively acylated at the gamma-carbon of the side chain. DFRC analyses confirmed that p-coumarate groups acylate the gamma-OHs of these lignins, and predominantly on syringyl units. This study has been funded by the Spanish project AGL2011-25379, the CSIC project 201040E075 and the EU-project LIGNODECO (KBBE-244362). John Ralph was funded in part by the DOE Great Lakes Bioenergy Research Center (DOE Office of Science BER DE-FC02-07ER64494). Jorge Rencoret thanks the CSIC for a JAE-DOC contract of the program “Junta para la Ampliacion de Estudios” cofinanced by Fondo Social Europeo (FSE), and Pepijn Prinsen thanks the Spanish MICINN for a FPI fellowship. Peer reviewed 2012-06-18T13:28:25Z 2012-06-18T13:28:25Z 2012-03 artículo http://purl.org/coar/resource_type/c_6501 Journal of Agricultural and Food Chemistry 60(14): 3619-3634 (2012) 0021-8561 http://hdl.handle.net/10261/51791 10.1021/jf300099g 1520-5118 en #PLACEHOLDER_PARENT_METADATA_VALUE# KBBE-244362 http://dx.doi.org/10.1021/jf300099g open American Chemical Society |
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elephant grass Pennisetum purpureum Cortex pith Py−GC/MS TMAH HSQC DFRC milled wood lignin p-coumarate ferulate syringyl guaiacyl elephant grass Pennisetum purpureum Cortex pith Py−GC/MS TMAH HSQC DFRC milled wood lignin p-coumarate ferulate syringyl guaiacyl |
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elephant grass Pennisetum purpureum Cortex pith Py−GC/MS TMAH HSQC DFRC milled wood lignin p-coumarate ferulate syringyl guaiacyl elephant grass Pennisetum purpureum Cortex pith Py−GC/MS TMAH HSQC DFRC milled wood lignin p-coumarate ferulate syringyl guaiacyl Río Andrade, José Carlos del Prinsen, Pepijn Rencoret, Jorge Nieto, Lidia Jiménez-Barbero, Jesús Ralph, John Martínez, Ángel T. Gutiérrez Suárez, Ana Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems |
description |
The structure of the lignin in the cortex and pith of elephant grass (Pennisetum purpureum) stems was studied both in situ and in isolated milled gwood h lignins by several analytical methods. The presence of p-coumarate and ferulate in the cortex and pith, as well as in their isolated lignins, was revealed by pyrolysis in the presence of tetramethylammonium hydroxide, and by 2D NMR, and indicated that ferulate acylates the carbohydrates while p-coumarate acylates the lignin polymer. 2D NMR showed a predominance of alkyl aryl ether (beta-O-4) linkages (82% of total interunit linkages), with low amounts of gcondensed h substructures, such as resinols (beta-beta), phenylcoumarans (beta-5), and spirodienones (beta-1). Moreover, the NMR also indicated that these lignins are extensively acylated at the gamma-carbon of the side chain. DFRC analyses confirmed that
p-coumarate groups acylate the gamma-OHs of these lignins, and predominantly on syringyl units. |
format |
artículo |
topic_facet |
elephant grass Pennisetum purpureum Cortex pith Py−GC/MS TMAH HSQC DFRC milled wood lignin p-coumarate ferulate syringyl guaiacyl |
author |
Río Andrade, José Carlos del Prinsen, Pepijn Rencoret, Jorge Nieto, Lidia Jiménez-Barbero, Jesús Ralph, John Martínez, Ángel T. Gutiérrez Suárez, Ana |
author_facet |
Río Andrade, José Carlos del Prinsen, Pepijn Rencoret, Jorge Nieto, Lidia Jiménez-Barbero, Jesús Ralph, John Martínez, Ángel T. Gutiérrez Suárez, Ana |
author_sort |
Río Andrade, José Carlos del |
title |
Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems |
title_short |
Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems |
title_full |
Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems |
title_fullStr |
Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems |
title_full_unstemmed |
Structural Characterization of the Lignin in the Cortex and Pith of Elephant Grass (Pennisetum purpureum) Stems |
title_sort |
structural characterization of the lignin in the cortex and pith of elephant grass (pennisetum purpureum) stems |
publisher |
American Chemical Society |
publishDate |
2012-03 |
url |
http://hdl.handle.net/10261/51791 |
work_keys_str_mv |
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1777664273535729664 |