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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Main Authors: Río Andrade, José Carlos del, Prinsen, Pepijn, Rencoret, Jorge, Nieto, Lidia, Jiménez-Barbero, Jesús, Ralph, John, Martínez, Ángel T., Gutiérrez Suárez, Ana
Format: artículo biblioteca
Language:English
Published: American Chemical Society 2012-03
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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spelling 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
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 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
spellingShingle 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
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