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Biosynthetic origins of the isoprene units of gaudichaudianic acid in Piper gaudichaudianum (Piperaceae)

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dc.contributor.authorLopes, Adriana A.
dc.contributor.authorBaldoqui, Debora C.
dc.contributor.authorLopez, Silvia N.
dc.contributor.authorKato, Massuo J.
dc.contributor.authorBolzani, Vanderlan da Silva [UNESP]
dc.contributor.authorFurlan, Maysa [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.date.accessioned2014-05-20T15:20:30Z
dc.date.available2014-05-20T15:20:30Z
dc.date.issued2007-08-01
dc.description.abstractThe biosynthesis of (2S)-2-methyl-2-(4'-methyl-3-pentenyl)-8-(3-methyl-2-butenyl)-2H-1-benzopyran-6-carboxylic acid (gaudichaudianic acid), the major metabolite in leaves and roots of Piper gaudichaudianum Kunth (Piperaceae), has been investigated employing [1(-13) C]-D-glucose as precursor. The labelling pattern in the isolated gaudichaudianic acid was determined by quantitative 13 C NMR spectroscopy analysis and was consistent with involvement of both mevalonic acid and 2-C-methyl-D-erythritol-4-phosphate pathways in the formation of the dimethylallyl- and geranyl-derived moieties. The results confirmed that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for prenylation of p-hydroxybenzoic acid. (c) 2007 Elsevier Ltd. All rights reserved.en
dc.description.affiliationUniv Estadual Paulista, Inst Quim, BR-14801970 Araraquara, SP, Brazil
dc.description.affiliationUniv São Paulo, Inst Quim, BR-05599970 São Paulo, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Inst Quim, BR-14801970 Araraquara, SP, Brazil
dc.format.extent2053-2058
dc.identifierhttp://dx.doi.org/10.1016/j.phytochem.2007.04.025
dc.identifier.citationPhytochemistry. Oxford: Pergamon-Elsevier B.V., v. 68, n. 15, p. 2053-2058, 2007.
dc.identifier.doi10.1016/j.phytochem.2007.04.025
dc.identifier.issn0031-9422
dc.identifier.lattes4484083685251673
dc.identifier.lattes1308042794786872
dc.identifier.urihttp://hdl.handle.net/11449/31790
dc.identifier.wosWOS:000248976700004
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofPhytochemistry
dc.relation.ispartofjcr3.186
dc.relation.ispartofsjr1,048
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectpiper gaudichaudianumpt
dc.subjectpiperaceaept
dc.subjectbiosynthesispt
dc.subjectchromenept
dc.subjectgaudichaudianic acidpt
dc.subjectmevalonate pathwaypt
dc.subject2-C-methyl-D-erythritol-4-phosphate pathwaypt
dc.subjectisopentenyl diphosphate unitspt
dc.titleBiosynthetic origins of the isoprene units of gaudichaudianic acid in Piper gaudichaudianum (Piperaceae)en
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderElsevier B.V.
dspace.entity.typePublication
unesp.author.lattes4484083685251673
unesp.author.lattes1308042794786872
unesp.campusUniversidade Estadual Paulista (UNESP), Instituto de Química, Araraquarapt
unesp.departmentQuímica Orgânica - IQARpt

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Araraquara - IQAR - Instituto de Química