cis-p-Coumarates acylate the lignin sidechain in grasses and other plants

10 páginas- 5 figuras.- 2 tablas.- referencias.-

Detalles Bibliográficos
Autores: Rencoret, Jorge, Ralph, John, Río Andrade, José Carlos del
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/400519
Acceso en línea:http://hdl.handle.net/10261/400519
Access Level:acceso abierto
Palabra clave:Lignincis-p-
Coumaric acid
Monocotyledons
Eudicotyledons
NMR
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spelling cis-p-Coumarates acylate the lignin sidechain in grasses and other plantsRencoret, JorgeRalph, JohnRío Andrade, José Carlos delLignincis-p-Coumaric acidMonocotyledonsEudicotyledonsNMR10 páginas- 5 figuras.- 2 tablas.- referencias.-In this study, we present evidence that the lignins of grasses and other plants undergo partial acylation by cis-p-coumarate. Unlike the more widely observed trans-p-coumarates, cis-p-coumarates represent a novel acylation pattern on the lignin sidechains. The finding was substantiated by detailed NMR analyses (HSQC, HSQC-TOCSY, HMBC) and alkaline hydrolysis of the lignin isolated from abacá, a plant that exhibits substantial amounts of cis-p-coumarate. The presence of cis-p-coumarates broadens the range of groups known to acylate lignin sidechains and suggests that subtle variations in the acylation pattern can modulate the final structure and properties of the lignin. A broad survey of lignins from diverse plant species revealed that all lignins incorporating trans-p-coumarates also incorporated cis-p-coumarates, albeit in varying proportions. The cis-p-coumarate content ranged from 2 % to 12 % of the total p-coumarate units, depending on the plant species. As cis-p-coumarate is formed through the isomerization of trans-p-coumarate triggered by UV light, this transformation may occur at various stages, including at the free p-coumaric acid level, at the monolignol p-coumarate level, or directly within the lignin polymer. The potential pathways through which cis-p-coumaric acid becomes incorporated into the lignin are discussed.This work was financed by MCIN/AEI/10.13039/501100011033 (project PID2023–152543OB-I00) co-financed by the European Regional Development Fund (ERDF) “A way to make Europe”. J. Ralph was supported by the Great Lakes Bioenergy Research Center, U.S. Department of Energy, Office of Science, Biological and Environmental Research Program under Award Number DE-SC0018409.Peer reviewedElsevierMinisterio de Ciencia e Innovación (España)Agencia Estatal de Investigación (España)European CommissionGreat Lakes Bioenergy Research Center (US)Rencoret, Jorge [0000-0003-2728-7331]Ralph, John [0000-0002-6093-4521]Río Andrade, José Carlos del [0000-0002-3040-6787]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202520252025info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/400519reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-152543OB-I00http://dx.doi.org/10.1016/j.indcrop.2025.121903Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/4005192026-05-22T06:33:51Z
dc.title.none.fl_str_mv cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
title cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
spellingShingle cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
Rencoret, Jorge
Lignincis-p-
Coumaric acid
Monocotyledons
Eudicotyledons
NMR
title_short cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
title_full cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
title_fullStr cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
title_full_unstemmed cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
title_sort cis-p-Coumarates acylate the lignin sidechain in grasses and other plants
dc.creator.none.fl_str_mv Rencoret, Jorge
Ralph, John
Río Andrade, José Carlos del
author Rencoret, Jorge
author_facet Rencoret, Jorge
Ralph, John
Río Andrade, José Carlos del
author_role author
author2 Ralph, John
Río Andrade, José Carlos del
author2_role author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia e Innovación (España)
Agencia Estatal de Investigación (España)
European Commission
Great Lakes Bioenergy Research Center (US)
Rencoret, Jorge [0000-0003-2728-7331]
Ralph, John [0000-0002-6093-4521]
Río Andrade, José Carlos del [0000-0002-3040-6787]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Lignincis-p-
Coumaric acid
Monocotyledons
Eudicotyledons
NMR
topic Lignincis-p-
Coumaric acid
Monocotyledons
Eudicotyledons
NMR
description 10 páginas- 5 figuras.- 2 tablas.- referencias.-
publishDate 2025
dc.date.none.fl_str_mv 2025
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/400519
url http://hdl.handle.net/10261/400519
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-152543OB-I00
http://dx.doi.org/10.1016/j.indcrop.2025.121903
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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