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Hydroxystilbene glucosides are incorporated into Norway spruce bark lignin

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dc.contributor.authorRencoret, Jorge
dc.contributor.authorNeiva, Duarte M.
dc.contributor.authorMarques, Gisela
dc.contributor.authorGutiérrez, Ana
dc.contributor.authorKim, Hoon
dc.contributor.authorGominho, Jorge
dc.contributor.authorPereira, H.
dc.contributor.authorRalph, John
dc.contributor.authorRio, José C. del
dc.date.accessioned2019-08-01T12:59:56Z
dc.date.available2019-08-01T12:59:56Z
dc.date.issued2019
dc.description.abstractRecent investigations have revealed that, in addition to monolignols, some phenolic compounds derived from the flavonoid and hydroxystilbene biosynthetic pathways can also function as true lignin monomers in some plants. In this study, we found that the hydroxystilbene glucosides isorhapontin (isorhapontigenin-O-glucoside) and, at lower levels, astringin (piceatannol- O-glucoside) and piceid (resveratrol-O-glucoside) are incorporated into the lignin polymer in Norway spruce (Picea abies) bark. The corresponding aglycones isorhapontigenin, piceatannol, and resveratrol, along with glucose, were released by derivatization followed by reductive cleavage, a chemical degradative method that cleaves b-ether bonds in lignin, indicating that the hydroxystilbene glucosides are (partially) incorporated into the lignin structure through b-ether bonds. Twodimensional NMR analysis confirmed the occurrence of hydroxystilbene glucosides in this lignin, and provided additional information regarding their modes of incorporation into the polymer. The hydroxystilbene glucosides, particularly isorhapontin and astringin, can therefore be considered genuine lignin monomers that participate in coupling and crosscoupling reactions during lignification in Norway spruce barkpt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationPlant Physiology, July 2019 , Vol. 180, pp. 1310–1321pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.5/18209
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherAmerican Society of Plant Biologistspt_PT
dc.relationSUSFOR PROGRAM: SUSTAINABLE FORESTS AND PRODUCTS
dc.relation.publisherversionwww.plantphysiol.org/cgi/doi/10.1104/pp.19.00344pt_PT
dc.subjectNorway sprucept_PT
dc.subjectbarkpt_PT
dc.subjectligninpt_PT
dc.subjecthydroxystilbene glucosidespt_PT
dc.titleHydroxystilbene glucosides are incorporated into Norway spruce bark ligninpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardNumberUID/AGR/00239/2013
oaire.awardNumberPD/BD/52697/2014
oaire.awardTitleSUSFOR PROGRAM: SUSTAINABLE FORESTS AND PRODUCTS
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FAGR%2F00239%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//PD%2FBD%2F52697%2F2014/PT
oaire.citation.titlePlant Physiologypt_PT
oaire.fundingStream5876
person.familyNameMiranda Neiva
person.familyNameGominho
person.familyNameMargarida Nunes Pereira
person.givenNameDuarte
person.givenNameJorge
person.givenNameHelena
person.identifierE-3135-2016
person.identifierc-OdG5gAAAAJ
person.identifier.ciencia-id5617-600F-919D
person.identifier.ciencia-idE21C-1B36-77F6
person.identifier.ciencia-id4317-A0D2-2E2A
person.identifier.orcid0000-0002-5913-5976
person.identifier.orcid0000-0003-3419-6075
person.identifier.orcid0000-0002-5393-4443
person.identifier.scopus-author-id56386152800
person.identifier.scopus-author-id57195915156
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication1eba4ff0-8300-43b5-a7de-6168729692f1
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relation.isAuthorOfPublication.latestForDiscoveryfe9fa41e-219f-4a80-8131-4cccb07c3a6a
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