Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone

A series of acyl esters derivatives of dehydroepiandrosterone have been prepared by an enzymatic methodology. The acyl chain had a length that varied from two to eighteen carbon atoms. The C18 derivative could be saturated or unsaturated. Following this biocatalytic approach we have also obtained a...

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Detalhes bibliográficos
Autores: Bruttomesso, Andrea, Tiscornia, Anne, Baldessari, Alicia
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2004
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/85265
Acesso em linha:http://hdl.handle.net/11336/85265
Access Level:acceso abierto
Palavra-chave:DEHYDROEPIANDROSTERONE
ENZYMATIC ACYLATION
LIPASE-CATALYZED
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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oai_identifier_str oai:ri.conicet.gov.ar:11336/85265
network_acronym_str AR
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repository_id_str
spelling Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosteroneBruttomesso, AndreaTiscornia, AnneBaldessari, AliciaDEHYDROEPIANDROSTERONEENZYMATIC ACYLATIONLIPASE-CATALYZEDhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A series of acyl esters derivatives of dehydroepiandrosterone have been prepared by an enzymatic methodology. The acyl chain had a length that varied from two to eighteen carbon atoms. The C18 derivative could be saturated or unsaturated. Following this biocatalytic approach we have also obtained a chloropropionyl derivative. We have observed that several lipases catalyzed esterification and transesterification reactions of dehydroepiandrosterone with carboxylic acids or alkyl carboxylates. The advantages presented by this methodology such as mild reaction conditions, economy and low environmental impact, make biocatalysis a convenient way to prepare acyl derivatives of DHEA with biological activity.Fil: Bruttomesso, Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Tiscornia, Anne. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaTaylor & Francis Ltd2004-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/85265Bruttomesso, Andrea; Tiscornia, Anne; Baldessari, Alicia; Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 22; 3; 5-2004; 215-2201024-2422CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.1080/10242420410001697070info:eu-repo/semantics/altIdentifier/doi/10.1080/10242420410001697070info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T14:12:59Zoai:ri.conicet.gov.ar:11336/85265instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982024-05-08 14:13:00.025CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
title Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
spellingShingle Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
Bruttomesso, Andrea
DEHYDROEPIANDROSTERONE
ENZYMATIC ACYLATION
LIPASE-CATALYZED
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
title_full Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
title_fullStr Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
title_full_unstemmed Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
title_sort Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
dc.creator.none.fl_str_mv Bruttomesso, Andrea
Tiscornia, Anne
Baldessari, Alicia
author Bruttomesso, Andrea
author_facet Bruttomesso, Andrea
Tiscornia, Anne
Baldessari, Alicia
author_role author
author2 Tiscornia, Anne
Baldessari, Alicia
author2_role author
author
dc.subject.none.fl_str_mv DEHYDROEPIANDROSTERONE
ENZYMATIC ACYLATION
LIPASE-CATALYZED
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic DEHYDROEPIANDROSTERONE
ENZYMATIC ACYLATION
LIPASE-CATALYZED
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description A series of acyl esters derivatives of dehydroepiandrosterone have been prepared by an enzymatic methodology. The acyl chain had a length that varied from two to eighteen carbon atoms. The C18 derivative could be saturated or unsaturated. Following this biocatalytic approach we have also obtained a chloropropionyl derivative. We have observed that several lipases catalyzed esterification and transesterification reactions of dehydroepiandrosterone with carboxylic acids or alkyl carboxylates. The advantages presented by this methodology such as mild reaction conditions, economy and low environmental impact, make biocatalysis a convenient way to prepare acyl derivatives of DHEA with biological activity.
publishDate 2004
dc.date.none.fl_str_mv 2004-05
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/85265
Bruttomesso, Andrea; Tiscornia, Anne; Baldessari, Alicia; Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 22; 3; 5-2004; 215-220
1024-2422
CONICET Digital
CONICET
url http://hdl.handle.net/11336/85265
identifier_str_mv Bruttomesso, Andrea; Tiscornia, Anne; Baldessari, Alicia; Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone; Taylor & Francis Ltd; Biocatalysis and Biotransformation; 22; 3; 5-2004; 215-220
1024-2422
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.1080/10242420410001697070
info:eu-repo/semantics/altIdentifier/doi/10.1080/10242420410001697070
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Taylor & Francis Ltd
publisher.none.fl_str_mv Taylor & Francis Ltd
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1799196048554459136
score 15.812429

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