Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches

Autores
Gavernet, Luciana; Gonzales Funes, Jose Luis; Bruno Blanch, Luis Enrique; Estiu, Guillermina Lucia; Maresca, Alfonso; Supuran, Claudiu
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Sixteen aromatic and aliphatic sulfamides and sulfamates were synthesized and tested in their inhibition to carbonic anhydrase CAII activity. The weaker inhibition pattern shown by sulfamides as compared to sulfamates is interpreted in this research by means of molecular modeling techniques, including known inhibitors (topiramate and its sulfamide cognate) in the analysis. The results nicely explain the origin of the inhibitory activity, which is not only related to positive interactions of the ligand with the active site residues but also to the solvation pattern characteristic of each ligand.
Fil: Gavernet, Luciana. Universidad Nacional de La Plata; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina
Fil: Gonzales Funes, Jose Luis. Universidad Nacional de La Plata; Argentina
Fil: Bruno Blanch, Luis Enrique. Universidad Nacional de La Plata; Argentina
Fil: Estiu, Guillermina Lucia. University of Notre Dame-Indiana; Estados Unidos. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Maresca, Alfonso. Università degli Studi di Firenze; Italia
Fil: Supuran, Claudiu. Università degli Studi di Firenze; Italia
Materia
CARBONIC ANHYDRASES
MOLECULAR MODELING
SULFAMATES AND SULFAMIDES
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:11336/242918
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approachesGavernet, LucianaGonzales Funes, Jose LuisBruno Blanch, Luis EnriqueEstiu, Guillermina LuciaMaresca, AlfonsoSupuran, ClaudiuCARBONIC ANHYDRASESMOLECULAR MODELINGSULFAMATES AND SULFAMIDEShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Sixteen aromatic and aliphatic sulfamides and sulfamates were synthesized and tested in their inhibition to carbonic anhydrase CAII activity. The weaker inhibition pattern shown by sulfamides as compared to sulfamates is interpreted in this research by means of molecular modeling techniques, including known inhibitors (topiramate and its sulfamide cognate) in the analysis. The results nicely explain the origin of the inhibitory activity, which is not only related to positive interactions of the ligand with the active site residues but also to the solvation pattern characteristic of each ligand.Fil: Gavernet, Luciana. Universidad Nacional de La Plata; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; ArgentinaFil: Gonzales Funes, Jose Luis. Universidad Nacional de La Plata; ArgentinaFil: Bruno Blanch, Luis Enrique. Universidad Nacional de La Plata; ArgentinaFil: Estiu, Guillermina Lucia. University of Notre Dame-Indiana; Estados Unidos. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Maresca, Alfonso. Università degli Studi di Firenze; ItaliaFil: Supuran, Claudiu. Università degli Studi di Firenze; ItaliaAmerican Chemical Society2010-03info: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/11336/242918Gavernet, Luciana; Gonzales Funes, Jose Luis; Bruno Blanch, Luis Enrique; Estiu, Guillermina Lucia; Maresca, Alfonso; et al.; Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches; American Chemical Society; Journal of Chemical Information and Modeling; 50; 6; 3-2010; 1113-11221549-960XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/ci100112sinfo:eu-repo/semantics/altIdentifier/doi/10.1021/ci100112sinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:08:17Zoai:ri.conicet.gov.ar:11336/242918instacron: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:34982025-09-10 13:08:17.489CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
title Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
spellingShingle Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
Gavernet, Luciana
CARBONIC ANHYDRASES
MOLECULAR MODELING
SULFAMATES AND SULFAMIDES
title_short Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
title_full Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
title_fullStr Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
title_full_unstemmed Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
title_sort Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches
dc.creator.none.fl_str_mv Gavernet, Luciana
Gonzales Funes, Jose Luis
Bruno Blanch, Luis Enrique
Estiu, Guillermina Lucia
Maresca, Alfonso
Supuran, Claudiu
author Gavernet, Luciana
author_facet Gavernet, Luciana
Gonzales Funes, Jose Luis
Bruno Blanch, Luis Enrique
Estiu, Guillermina Lucia
Maresca, Alfonso
Supuran, Claudiu
author_role author
author2 Gonzales Funes, Jose Luis
Bruno Blanch, Luis Enrique
Estiu, Guillermina Lucia
Maresca, Alfonso
Supuran, Claudiu
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv CARBONIC ANHYDRASES
MOLECULAR MODELING
SULFAMATES AND SULFAMIDES
topic CARBONIC ANHYDRASES
MOLECULAR MODELING
SULFAMATES AND SULFAMIDES
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Sixteen aromatic and aliphatic sulfamides and sulfamates were synthesized and tested in their inhibition to carbonic anhydrase CAII activity. The weaker inhibition pattern shown by sulfamides as compared to sulfamates is interpreted in this research by means of molecular modeling techniques, including known inhibitors (topiramate and its sulfamide cognate) in the analysis. The results nicely explain the origin of the inhibitory activity, which is not only related to positive interactions of the ligand with the active site residues but also to the solvation pattern characteristic of each ligand.
Fil: Gavernet, Luciana. Universidad Nacional de La Plata; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina
Fil: Gonzales Funes, Jose Luis. Universidad Nacional de La Plata; Argentina
Fil: Bruno Blanch, Luis Enrique. Universidad Nacional de La Plata; Argentina
Fil: Estiu, Guillermina Lucia. University of Notre Dame-Indiana; Estados Unidos. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Maresca, Alfonso. Università degli Studi di Firenze; Italia
Fil: Supuran, Claudiu. Università degli Studi di Firenze; Italia
description Sixteen aromatic and aliphatic sulfamides and sulfamates were synthesized and tested in their inhibition to carbonic anhydrase CAII activity. The weaker inhibition pattern shown by sulfamides as compared to sulfamates is interpreted in this research by means of molecular modeling techniques, including known inhibitors (topiramate and its sulfamide cognate) in the analysis. The results nicely explain the origin of the inhibitory activity, which is not only related to positive interactions of the ligand with the active site residues but also to the solvation pattern characteristic of each ligand.
publishDate 2010
dc.date.none.fl_str_mv 2010-03
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/11336/242918
Gavernet, Luciana; Gonzales Funes, Jose Luis; Bruno Blanch, Luis Enrique; Estiu, Guillermina Lucia; Maresca, Alfonso; et al.; Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches; American Chemical Society; Journal of Chemical Information and Modeling; 50; 6; 3-2010; 1113-1122
1549-960X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/242918
identifier_str_mv Gavernet, Luciana; Gonzales Funes, Jose Luis; Bruno Blanch, Luis Enrique; Estiu, Guillermina Lucia; Maresca, Alfonso; et al.; Affinity of sulfamates and sulfamides to carbonic anhydrase II isoform: Experimental and molecular modeling approaches; American Chemical Society; Journal of Chemical Information and Modeling; 50; 6; 3-2010; 1113-1122
1549-960X
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://pubs.acs.org/doi/10.1021/ci100112s
info:eu-repo/semantics/altIdentifier/doi/10.1021/ci100112s
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 American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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 13.004268

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