Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms

Detalhes bibliográficos
Autor(a) principal: Alves, Thaís B. [UNESP]
Data de Publicação: 2018
Outros Autores: Souza-Moreira, Tatiana M. [UNESP], Valentini, Sandro R. [UNESP], Zanelli, Cleslei F. [UNESP], Furlan, Maysa [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/molecules23030700
http://hdl.handle.net/11449/179696
Resumo: Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens.
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spelling Friedelin in maytenus ilicifolia is produced by friedelin synthase isoformsHeterologous expressionMaytenus ilicifoliaOxidosqualene cyclasePolymorphismSaccharomyces cereivisiaeTriterpeneTriterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens.Instituto de Química Univ. Estadual Paulista-UNESP, Rua Prof. Francisco Degni, 55Faculdade de Ciências Farmacêuticas Univ. Estadual Paulista-UNESP, Rod. Araraquara-Jaú km 1Instituto de Química Univ. Estadual Paulista-UNESP, Rua Prof. Francisco Degni, 55Faculdade de Ciências Farmacêuticas Univ. Estadual Paulista-UNESP, Rod. Araraquara-Jaú km 1Universidade Estadual Paulista (Unesp)Alves, Thaís B. [UNESP]Souza-Moreira, Tatiana M. [UNESP]Valentini, Sandro R. [UNESP]Zanelli, Cleslei F. [UNESP]Furlan, Maysa [UNESP]2018-12-11T17:36:24Z2018-12-11T17:36:24Z2018-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://dx.doi.org/10.3390/molecules23030700Molecules, v. 23, n. 3, 2018.1420-3049http://hdl.handle.net/11449/17969610.3390/molecules230307002-s2.0-850443371682-s2.0-85044337168.pdf130804279478687215256654089001950000-0001-7831-1149Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMolecules0,855info:eu-repo/semantics/openAccess2024-01-13T06:31:43Zoai:repositorio.unesp.br:11449/179696Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T22:49:35.532740Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
title Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
spellingShingle Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
Alves, Thaís B. [UNESP]
Heterologous expression
Maytenus ilicifolia
Oxidosqualene cyclase
Polymorphism
Saccharomyces cereivisiae
Triterpene
title_short Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
title_full Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
title_fullStr Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
title_full_unstemmed Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
title_sort Friedelin in maytenus ilicifolia is produced by friedelin synthase isoforms
author Alves, Thaís B. [UNESP]
author_facet Alves, Thaís B. [UNESP]
Souza-Moreira, Tatiana M. [UNESP]
Valentini, Sandro R. [UNESP]
Zanelli, Cleslei F. [UNESP]
Furlan, Maysa [UNESP]
author_role author
author2 Souza-Moreira, Tatiana M. [UNESP]
Valentini, Sandro R. [UNESP]
Zanelli, Cleslei F. [UNESP]
Furlan, Maysa [UNESP]
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Alves, Thaís B. [UNESP]
Souza-Moreira, Tatiana M. [UNESP]
Valentini, Sandro R. [UNESP]
Zanelli, Cleslei F. [UNESP]
Furlan, Maysa [UNESP]
dc.subject.por.fl_str_mv Heterologous expression
Maytenus ilicifolia
Oxidosqualene cyclase
Polymorphism
Saccharomyces cereivisiae
Triterpene
topic Heterologous expression
Maytenus ilicifolia
Oxidosqualene cyclase
Polymorphism
Saccharomyces cereivisiae
Triterpene
description Triterpenes are interesting compounds because they play an important role in cell homeostasis and a wide variety exhibiting defense functions is produced by plant secondary metabolism. Those same plant secondary metabolites also exhibit biological properties with promising therapeutic potential as anti-inflammatory and antitumor agents. Friedelin is a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides. Although many triterpene synthases have been described, only two friedelin synthases were characterized and there is no information about their genomic features and alleles. In the present work, we aimed to identify the gene and new isoforms of friedelin synthase in Maytenus ilicifolia leaves to be functionally characterized in Saccharomyces cerevisiae. The gene sequence analysis elucidated the exon/intron structure and confirmed the presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of the enzyme. Therefore, two new isoforms were observed and the heterologous production of the enzymes in yeast showed similar production of friedelin. This first description of different alleles of the gene of friedelin synthase in M. ilicifolia can guide their validation as markers for friedelin-producer specimens.
publishDate 2018
dc.date.none.fl_str_mv 2018-12-11T17:36:24Z
2018-12-11T17:36:24Z
2018-01-01
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/10.3390/molecules23030700
Molecules, v. 23, n. 3, 2018.
1420-3049
http://hdl.handle.net/11449/179696
10.3390/molecules23030700
2-s2.0-85044337168
2-s2.0-85044337168.pdf
1308042794786872
1525665408900195
0000-0001-7831-1149
url http://dx.doi.org/10.3390/molecules23030700
http://hdl.handle.net/11449/179696
identifier_str_mv Molecules, v. 23, n. 3, 2018.
1420-3049
10.3390/molecules23030700
2-s2.0-85044337168
2-s2.0-85044337168.pdf
1308042794786872
1525665408900195
0000-0001-7831-1149
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Molecules
0,855
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 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
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