Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , , , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10773/19414 |
Resumo: | Highly potent but structurally simple transmembrane anion transporters are reported that function at receptor to lipid ratios as low as 1 : 1 000 000. The compounds, based on the simple ortho-phenylenediamine-based bisurea scaffold, have been studied for their ability to facilitate chloride/nitrate and chloride/bicarbonate antiport, and HCl symport processes using a combination of ion selective electrode and fluorescence techniques. In addition, the transmembrane transport of dicarboxylate anions (maleate and fumarate) by the compounds was examined. Molecular dynamics simulations showed that these compounds permeate the membrane more easily than other promising receptors corroborating the experimental efflux data. Moreover, cell based assays revealed that the majority of the compounds showed cytotoxicity in cancer cells, which may be linked to their ability to function as ion transporters. |
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Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureasTRANSMEMBRANE ANION TRANSPORTERSISOMERIC DICARBOXYLATE ANIONSSTEROID-BASED RECEPTORSCONFORMATIONAL CONTROLMOLECULAR RECOGNITIONINTRACELLULAR PHIN-VITROSELECTIVE DISCRIMINATIONGLUTAMATE TRANSPORTERSMEMBRANE TRANSPORTERSHighly potent but structurally simple transmembrane anion transporters are reported that function at receptor to lipid ratios as low as 1 : 1 000 000. The compounds, based on the simple ortho-phenylenediamine-based bisurea scaffold, have been studied for their ability to facilitate chloride/nitrate and chloride/bicarbonate antiport, and HCl symport processes using a combination of ion selective electrode and fluorescence techniques. In addition, the transmembrane transport of dicarboxylate anions (maleate and fumarate) by the compounds was examined. Molecular dynamics simulations showed that these compounds permeate the membrane more easily than other promising receptors corroborating the experimental efflux data. Moreover, cell based assays revealed that the majority of the compounds showed cytotoxicity in cancer cells, which may be linked to their ability to function as ion transporters.ROYAL SOC CHEMISTRY2017-12-07T19:11:58Z2013-01-01T00:00:00Z2013info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/19414eng2041-652010.1039/c2sc21112bMoore, Stephen J.Haynes, Cally J. E.Gonzalez, JorgeSutton, Jennifer L.Brooks, Simon J.Light, Mark E.Herniman, JulieLangley, G. JohnSoto-Cerrato, VanessaPerez-Tomas, RicardoMarques, IgorCosta, Paulo J.Felix, VitorGale, Philip A.info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-02-22T11:37:42Zoai:ria.ua.pt:10773/19414Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T02:54:12.207453Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
title |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
spellingShingle |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas Moore, Stephen J. TRANSMEMBRANE ANION TRANSPORTERS ISOMERIC DICARBOXYLATE ANIONS STEROID-BASED RECEPTORS CONFORMATIONAL CONTROL MOLECULAR RECOGNITION INTRACELLULAR PH IN-VITRO SELECTIVE DISCRIMINATION GLUTAMATE TRANSPORTERS MEMBRANE TRANSPORTERS |
title_short |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
title_full |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
title_fullStr |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
title_full_unstemmed |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
title_sort |
Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas |
author |
Moore, Stephen J. |
author_facet |
Moore, Stephen J. Haynes, Cally J. E. Gonzalez, Jorge Sutton, Jennifer L. Brooks, Simon J. Light, Mark E. Herniman, Julie Langley, G. John Soto-Cerrato, Vanessa Perez-Tomas, Ricardo Marques, Igor Costa, Paulo J. Felix, Vitor Gale, Philip A. |
author_role |
author |
author2 |
Haynes, Cally J. E. Gonzalez, Jorge Sutton, Jennifer L. Brooks, Simon J. Light, Mark E. Herniman, Julie Langley, G. John Soto-Cerrato, Vanessa Perez-Tomas, Ricardo Marques, Igor Costa, Paulo J. Felix, Vitor Gale, Philip A. |
author2_role |
author author author author author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Moore, Stephen J. Haynes, Cally J. E. Gonzalez, Jorge Sutton, Jennifer L. Brooks, Simon J. Light, Mark E. Herniman, Julie Langley, G. John Soto-Cerrato, Vanessa Perez-Tomas, Ricardo Marques, Igor Costa, Paulo J. Felix, Vitor Gale, Philip A. |
dc.subject.por.fl_str_mv |
TRANSMEMBRANE ANION TRANSPORTERS ISOMERIC DICARBOXYLATE ANIONS STEROID-BASED RECEPTORS CONFORMATIONAL CONTROL MOLECULAR RECOGNITION INTRACELLULAR PH IN-VITRO SELECTIVE DISCRIMINATION GLUTAMATE TRANSPORTERS MEMBRANE TRANSPORTERS |
topic |
TRANSMEMBRANE ANION TRANSPORTERS ISOMERIC DICARBOXYLATE ANIONS STEROID-BASED RECEPTORS CONFORMATIONAL CONTROL MOLECULAR RECOGNITION INTRACELLULAR PH IN-VITRO SELECTIVE DISCRIMINATION GLUTAMATE TRANSPORTERS MEMBRANE TRANSPORTERS |
description |
Highly potent but structurally simple transmembrane anion transporters are reported that function at receptor to lipid ratios as low as 1 : 1 000 000. The compounds, based on the simple ortho-phenylenediamine-based bisurea scaffold, have been studied for their ability to facilitate chloride/nitrate and chloride/bicarbonate antiport, and HCl symport processes using a combination of ion selective electrode and fluorescence techniques. In addition, the transmembrane transport of dicarboxylate anions (maleate and fumarate) by the compounds was examined. Molecular dynamics simulations showed that these compounds permeate the membrane more easily than other promising receptors corroborating the experimental efflux data. Moreover, cell based assays revealed that the majority of the compounds showed cytotoxicity in cancer cells, which may be linked to their ability to function as ion transporters. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013-01-01T00:00:00Z 2013 2017-12-07T19:11:58Z |
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://hdl.handle.net/10773/19414 |
url |
http://hdl.handle.net/10773/19414 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
2041-6520 10.1039/c2sc21112b |
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.publisher.none.fl_str_mv |
ROYAL SOC CHEMISTRY |
publisher.none.fl_str_mv |
ROYAL SOC CHEMISTRY |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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1799137594575945728 |