Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata

Detalhes bibliográficos
Autor(a) principal: Bergamo, Debora Cristina B. [UNESP]
Data de Publicação: 2005
Outros Autores: Kato, Massuo Jorge, Bolzani, Vanderlan da Silva [UNESP], Furlan, Maysa [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
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.
id UNSP_b974ad3f2b32e036dc59633a0d44b5d5
oai_identifier_str oai:repositorio.unesp.br:11449/68470
network_acronym_str UNSP
network_name_str Repositório Institucional da UNESP
repository_id_str 2946
spelling 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:29462023-09-30T06:03:38Repositório 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
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
title_full_unstemmed 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]
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_ 1799964375053762560