Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group

Autores
Amssoms, Katie; Oza, Sandra L.; Ravaschino, Esteban; Yamani, Abdellah; Lambeir, Anne Marie; Rajan, Padinchare; Bal, Gunther; Rodriguez, Juan Bautista; Fairlamb, Alan H.; Augustyns, Koen; Haemers, Achiel
Año de publicación
2002
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-γ-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound (IC50 of 17.2 μM).
Fil: Amssoms, Katie. Universiteit Antwerp; Bélgica
Fil: Oza, Sandra L.. University of Dundee; Reino Unido
Fil: Ravaschino, Esteban. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
Fil: Yamani, Abdellah. Universiteit Antwerp; Bélgica
Fil: Lambeir, Anne Marie. Universiteit Antwerp; Bélgica
Fil: Rajan, Padinchare. Universiteit Antwerp; Bélgica
Fil: Bal, Gunther. Universiteit Antwerp; Bélgica
Fil: Rodriguez, Juan Bautista. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. 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
Fil: Fairlamb, Alan H.. University of Dundee; Reino Unido
Fil: Augustyns, Koen. Universiteit Antwerp; Bélgica
Fil: Haemers, Achiel. Universiteit Antwerp; Bélgica
Materia
Glutathionylspermidine Synthetase
Chagas' disease
Trypanosoma cruzi
Glutathione-like Tripeptides
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/85382
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/85382
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid groupAmssoms, KatieOza, Sandra L.Ravaschino, EstebanYamani, AbdellahLambeir, Anne MarieRajan, PadinchareBal, GuntherRodriguez, Juan BautistaFairlamb, Alan H.Augustyns, KoenHaemers, AchielGlutathionylspermidine SynthetaseChagas' diseaseTrypanosoma cruziGlutathione-like Tripeptideshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-γ-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound (IC50 of 17.2 μM).Fil: Amssoms, Katie. Universiteit Antwerp; BélgicaFil: Oza, Sandra L.. University of Dundee; Reino UnidoFil: Ravaschino, Esteban. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Yamani, Abdellah. Universiteit Antwerp; BélgicaFil: Lambeir, Anne Marie. Universiteit Antwerp; BélgicaFil: Rajan, Padinchare. Universiteit Antwerp; BélgicaFil: Bal, Gunther. Universiteit Antwerp; BélgicaFil: Rodriguez, Juan Bautista. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. 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; ArgentinaFil: Fairlamb, Alan H.. University of Dundee; Reino UnidoFil: Augustyns, Koen. Universiteit Antwerp; BélgicaFil: Haemers, Achiel. Universiteit Antwerp; BélgicaPergamon-Elsevier Science Ltd2002-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/85382Amssoms, Katie; Oza, Sandra L.; Ravaschino, Esteban; Yamani, Abdellah; Lambeir, Anne Marie; et al.; Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group; Pergamon-Elsevier Science Ltd; Biorganic and Medicinal Chemistry Letters; 12; 18; 9-2002; 2553-25560960-894XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/S0960-894X(02)00489-4info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0960894X02004894info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-05T09:41:57Zoai:ri.conicet.gov.ar:11336/85382instacron: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:34982025-11-05 09:41:57.743CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
title Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
spellingShingle Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
Amssoms, Katie
Glutathionylspermidine Synthetase
Chagas' disease
Trypanosoma cruzi
Glutathione-like Tripeptides
title_short Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
title_full Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
title_fullStr Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
title_full_unstemmed Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
title_sort Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group
dc.creator.none.fl_str_mv Amssoms, Katie
Oza, Sandra L.
Ravaschino, Esteban
Yamani, Abdellah
Lambeir, Anne Marie
Rajan, Padinchare
Bal, Gunther
Rodriguez, Juan Bautista
Fairlamb, Alan H.
Augustyns, Koen
Haemers, Achiel
author Amssoms, Katie
author_facet Amssoms, Katie
Oza, Sandra L.
Ravaschino, Esteban
Yamani, Abdellah
Lambeir, Anne Marie
Rajan, Padinchare
Bal, Gunther
Rodriguez, Juan Bautista
Fairlamb, Alan H.
Augustyns, Koen
Haemers, Achiel
author_role author
author2 Oza, Sandra L.
Ravaschino, Esteban
Yamani, Abdellah
Lambeir, Anne Marie
Rajan, Padinchare
Bal, Gunther
Rodriguez, Juan Bautista
Fairlamb, Alan H.
Augustyns, Koen
Haemers, Achiel
author2_role author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Glutathionylspermidine Synthetase
Chagas' disease
Trypanosoma cruzi
Glutathione-like Tripeptides
topic Glutathionylspermidine Synthetase
Chagas' disease
Trypanosoma cruzi
Glutathione-like Tripeptides
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-γ-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound (IC50 of 17.2 μM).
Fil: Amssoms, Katie. Universiteit Antwerp; Bélgica
Fil: Oza, Sandra L.. University of Dundee; Reino Unido
Fil: Ravaschino, Esteban. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
Fil: Yamani, Abdellah. Universiteit Antwerp; Bélgica
Fil: Lambeir, Anne Marie. Universiteit Antwerp; Bélgica
Fil: Rajan, Padinchare. Universiteit Antwerp; Bélgica
Fil: Bal, Gunther. Universiteit Antwerp; Bélgica
Fil: Rodriguez, Juan Bautista. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina. 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
Fil: Fairlamb, Alan H.. University of Dundee; Reino Unido
Fil: Augustyns, Koen. Universiteit Antwerp; Bélgica
Fil: Haemers, Achiel. Universiteit Antwerp; Bélgica
description Glutathionylspermidine synthetase/amidase (GspS) is an essential enzyme in the biosynthesis and turnover of trypanothione and represents an attractive target for the design of selective anti-parasitic drugs. We synthesised a series of analogues of glutathione (L-γ-Glu-L-Leu-Gly-X) where the glycine carboxylic acid group (X) has been substituted for other acidic groups such as tetrazole, hydroxamic acid, acylsulphonamide and boronic acid. The boronic acid appears the most promising lead compound (IC50 of 17.2 μM).
publishDate 2002
dc.date.none.fl_str_mv 2002-09
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/11336/85382
Amssoms, Katie; Oza, Sandra L.; Ravaschino, Esteban; Yamani, Abdellah; Lambeir, Anne Marie; et al.; Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group; Pergamon-Elsevier Science Ltd; Biorganic and Medicinal Chemistry Letters; 12; 18; 9-2002; 2553-2556
0960-894X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/85382
identifier_str_mv Amssoms, Katie; Oza, Sandra L.; Ravaschino, Esteban; Yamani, Abdellah; Lambeir, Anne Marie; et al.; Glutathione-like tripeptides as inhibitors of glutathionylspermidine synthetase. Part 1: Substitution of the glycine carboxylic acid group; Pergamon-Elsevier Science Ltd; Biorganic and Medicinal Chemistry Letters; 12; 18; 9-2002; 2553-2556
0960-894X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/S0960-894X(02)00489-4
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0960894X02004894
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
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
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
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score 13.087074

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