Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata
Autor(a) principal: | |
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Data de Publicação: | 2005 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
DOI: | 10.1590/S0103-50532005000800018 |
Texto Completo: | http://dx.doi.org/10.1590/S0103-50532005000800018 http://hdl.handle.net/11449/68470 |
Resumo: | The biosynthetic origins of the isoprene units of 4-nerolidylcatechol (1), the major constituent of Potomorphe umbellata, have been studied through feeding experiments with [14C]- and [13C]-glucose, and with precursors of the mevalonic acid and triose/pyruvate pathways, namely, [2- 14C]-mevalonolactone and [U-14C]-glyceraldehyde-3- phosphate, respectively. The pattern of incorporation of label from [1- 13C]-glucose into 1 was determined by quantitative 13C NMR spectroscopy. The labelling pattern revealed that the additive was specifically incorporated, and that the isoprene units of the sesquiterpenoid moiety of 4-nerolidylcatechol were derived from both the mevalonic acid and the triose/pyruvate pathways. The results indicate that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for the biosynthesis of 1. ©2005 Sociedade Brasileira de Química. |
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Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata4-nerolidylcatecholBiosynthesis, sesquiterpenoidIsopentenyl diphosphatePiperaceaePotomorphe umbellataThe biosynthetic origins of the isoprene units of 4-nerolidylcatechol (1), the major constituent of Potomorphe umbellata, have been studied through feeding experiments with [14C]- and [13C]-glucose, and with precursors of the mevalonic acid and triose/pyruvate pathways, namely, [2- 14C]-mevalonolactone and [U-14C]-glyceraldehyde-3- phosphate, respectively. The pattern of incorporation of label from [1- 13C]-glucose into 1 was determined by quantitative 13C NMR spectroscopy. The labelling pattern revealed that the additive was specifically incorporated, and that the isoprene units of the sesquiterpenoid moiety of 4-nerolidylcatechol were derived from both the mevalonic acid and the triose/pyruvate pathways. The results indicate that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for the biosynthesis of 1. ©2005 Sociedade Brasileira de Química.Instituto de Química Universidade Estadual Paulista, CP 355, 14801-970 Araraquara - SPInstituto de Química Universidade de São Paulo, CP 26077, 05599-970 São Paulo - SPInstituto de Química Universidade Estadual Paulista, CP 355, 14801-970 Araraquara - SPUniversidade Estadual Paulista (Unesp)Universidade de São Paulo (USP)Bergamo, Debora Cristina B. [UNESP]Kato, Massuo JorgeBolzani, Vanderlan da Silva [UNESP]Furlan, Maysa [UNESP]2014-05-27T11:21:39Z2014-05-27T11:21:39Z2005-11-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1406-1409application/pdfhttp://dx.doi.org/10.1590/S0103-50532005000800018Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1406-1409, 2005.0103-5053http://hdl.handle.net/11449/6847010.1590/S0103-50532005000800018S0103-50532005000800018WOS:0002340787000182-s2.0-308444740042-s2.0-30844474004.pdf44840836852516731308042794786872Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society1.4440,357info:eu-repo/semantics/openAccess2023-09-30T06:03:38Zoai:repositorio.unesp.br:11449/68470Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T13:33:40.547343Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
title |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
spellingShingle |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata Bergamo, Debora Cristina B. [UNESP] 4-nerolidylcatechol Biosynthesis, sesquiterpenoid Isopentenyl diphosphate Piperaceae Potomorphe umbellata Bergamo, Debora Cristina B. [UNESP] 4-nerolidylcatechol Biosynthesis, sesquiterpenoid Isopentenyl diphosphate Piperaceae Potomorphe umbellata |
title_short |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
title_full |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
title_fullStr |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
title_full_unstemmed |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
title_sort |
Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata |
author |
Bergamo, Debora Cristina B. [UNESP] |
author_facet |
Bergamo, Debora Cristina B. [UNESP] Bergamo, Debora Cristina B. [UNESP] Kato, Massuo Jorge Bolzani, Vanderlan da Silva [UNESP] Furlan, Maysa [UNESP] Kato, Massuo Jorge Bolzani, Vanderlan da Silva [UNESP] Furlan, Maysa [UNESP] |
author_role |
author |
author2 |
Kato, Massuo Jorge Bolzani, Vanderlan da Silva [UNESP] Furlan, Maysa [UNESP] |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Universidade de São Paulo (USP) |
dc.contributor.author.fl_str_mv |
Bergamo, Debora Cristina B. [UNESP] Kato, Massuo Jorge Bolzani, Vanderlan da Silva [UNESP] Furlan, Maysa [UNESP] |
dc.subject.por.fl_str_mv |
4-nerolidylcatechol Biosynthesis, sesquiterpenoid Isopentenyl diphosphate Piperaceae Potomorphe umbellata |
topic |
4-nerolidylcatechol Biosynthesis, sesquiterpenoid Isopentenyl diphosphate Piperaceae Potomorphe umbellata |
description |
The biosynthetic origins of the isoprene units of 4-nerolidylcatechol (1), the major constituent of Potomorphe umbellata, have been studied through feeding experiments with [14C]- and [13C]-glucose, and with precursors of the mevalonic acid and triose/pyruvate pathways, namely, [2- 14C]-mevalonolactone and [U-14C]-glyceraldehyde-3- phosphate, respectively. The pattern of incorporation of label from [1- 13C]-glucose into 1 was determined by quantitative 13C NMR spectroscopy. The labelling pattern revealed that the additive was specifically incorporated, and that the isoprene units of the sesquiterpenoid moiety of 4-nerolidylcatechol were derived from both the mevalonic acid and the triose/pyruvate pathways. The results indicate that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for the biosynthesis of 1. ©2005 Sociedade Brasileira de Química. |
publishDate |
2005 |
dc.date.none.fl_str_mv |
2005-11-01 2014-05-27T11:21:39Z 2014-05-27T11:21:39Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1590/S0103-50532005000800018 Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1406-1409, 2005. 0103-5053 http://hdl.handle.net/11449/68470 10.1590/S0103-50532005000800018 S0103-50532005000800018 WOS:000234078700018 2-s2.0-30844474004 2-s2.0-30844474004.pdf 4484083685251673 1308042794786872 |
url |
http://dx.doi.org/10.1590/S0103-50532005000800018 http://hdl.handle.net/11449/68470 |
identifier_str_mv |
Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1406-1409, 2005. 0103-5053 10.1590/S0103-50532005000800018 S0103-50532005000800018 WOS:000234078700018 2-s2.0-30844474004 2-s2.0-30844474004.pdf 4484083685251673 1308042794786872 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Journal of the Brazilian Chemical Society 1.444 0,357 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
1406-1409 application/pdf |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1822182428357165056 |
dc.identifier.doi.none.fl_str_mv |
10.1590/S0103-50532005000800018 |