Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides

Autores
Jimenez Balsa, Adrián; Dodero, Veronica Isabel; Mascareñas, José L.
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The coupling reaction between distamycin-related polyamides equipped with cysteine and thioester groups can be accelerated in the presence of double-stranded (ds) oligonucleotides with selected sequences. While the coupling reaction of reactive partners containing three pyrrole units is accelerated by dsDNAs containing ATTTTA or ATGTTA sites, the heterodimeric coupling between a tripyrrole and a polyamide equipped with two pyrroles and one imidazole, is accelerated by the latter DNA, but not by the other containing the A/T rich tract. These differences can be exploited for selecting preferred coupling pairs from a mixture of reactive monomers; therefore the reaction outcome depends on the instructions provided by the dsDNA sequence.
Fil: Jimenez Balsa, Adrián. Universidad de Santiago de Compostela. Facultad de Quimica. Departamento de Quimica Organica; España
Fil: Dodero, Veronica Isabel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Instituto de Química del Sur; Argentina. Universidad de Santiago de Compostela. Departamento de Física Aplicada; España
Fil: Mascareñas, José L.. Universidad de Santiago de Compostela. Facultad de Quimica. Departamento de Quimica Organica; España
Materia
Dna Binding
Native Chemical Ligation
Molecular Recognition
Polyamides
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/5978
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamidesJimenez Balsa, AdriánDodero, Veronica IsabelMascareñas, José L.Dna BindingNative Chemical LigationMolecular RecognitionPolyamideshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The coupling reaction between distamycin-related polyamides equipped with cysteine and thioester groups can be accelerated in the presence of double-stranded (ds) oligonucleotides with selected sequences. While the coupling reaction of reactive partners containing three pyrrole units is accelerated by dsDNAs containing ATTTTA or ATGTTA sites, the heterodimeric coupling between a tripyrrole and a polyamide equipped with two pyrroles and one imidazole, is accelerated by the latter DNA, but not by the other containing the A/T rich tract. These differences can be exploited for selecting preferred coupling pairs from a mixture of reactive monomers; therefore the reaction outcome depends on the instructions provided by the dsDNA sequence.Fil: Jimenez Balsa, Adrián. Universidad de Santiago de Compostela. Facultad de Quimica. Departamento de Quimica Organica; EspañaFil: Dodero, Veronica Isabel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Instituto de Química del Sur; Argentina. Universidad de Santiago de Compostela. Departamento de Física Aplicada; EspañaFil: Mascareñas, José L.. Universidad de Santiago de Compostela. Facultad de Quimica. Departamento de Quimica Organica; EspañaElsevier2013-06info: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/11336/5978Jimenez Balsa, Adrián ; Dodero, Veronica Isabel; Mascareñas, José L.; Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides; Elsevier; Tetrahedron; 69; 36; 6-2013; 7847-78530040-4020enginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2013.05.126info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402013008946info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-12-23T13:20:10Zoai:ri.conicet.gov.ar:11336/5978instacron: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:34982025-12-23 13:20:10.983CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
title Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
spellingShingle Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
Jimenez Balsa, Adrián
Dna Binding
Native Chemical Ligation
Molecular Recognition
Polyamides
title_short Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
title_full Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
title_fullStr Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
title_full_unstemmed Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
title_sort Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides
dc.creator.none.fl_str_mv Jimenez Balsa, Adrián
Dodero, Veronica Isabel
Mascareñas, José L.
author Jimenez Balsa, Adrián
author_facet Jimenez Balsa, Adrián
Dodero, Veronica Isabel
Mascareñas, José L.
author_role author
author2 Dodero, Veronica Isabel
Mascareñas, José L.
author2_role author
author
dc.subject.none.fl_str_mv Dna Binding
Native Chemical Ligation
Molecular Recognition
Polyamides
topic Dna Binding
Native Chemical Ligation
Molecular Recognition
Polyamides
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The coupling reaction between distamycin-related polyamides equipped with cysteine and thioester groups can be accelerated in the presence of double-stranded (ds) oligonucleotides with selected sequences. While the coupling reaction of reactive partners containing three pyrrole units is accelerated by dsDNAs containing ATTTTA or ATGTTA sites, the heterodimeric coupling between a tripyrrole and a polyamide equipped with two pyrroles and one imidazole, is accelerated by the latter DNA, but not by the other containing the A/T rich tract. These differences can be exploited for selecting preferred coupling pairs from a mixture of reactive monomers; therefore the reaction outcome depends on the instructions provided by the dsDNA sequence.
Fil: Jimenez Balsa, Adrián. Universidad de Santiago de Compostela. Facultad de Quimica. Departamento de Quimica Organica; España
Fil: Dodero, Veronica Isabel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Instituto de Química del Sur; Argentina. Universidad de Santiago de Compostela. Departamento de Física Aplicada; España
Fil: Mascareñas, José L.. Universidad de Santiago de Compostela. Facultad de Quimica. Departamento de Quimica Organica; España
description The coupling reaction between distamycin-related polyamides equipped with cysteine and thioester groups can be accelerated in the presence of double-stranded (ds) oligonucleotides with selected sequences. While the coupling reaction of reactive partners containing three pyrrole units is accelerated by dsDNAs containing ATTTTA or ATGTTA sites, the heterodimeric coupling between a tripyrrole and a polyamide equipped with two pyrroles and one imidazole, is accelerated by the latter DNA, but not by the other containing the A/T rich tract. These differences can be exploited for selecting preferred coupling pairs from a mixture of reactive monomers; therefore the reaction outcome depends on the instructions provided by the dsDNA sequence.
publishDate 2013
dc.date.none.fl_str_mv 2013-06
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/11336/5978
Jimenez Balsa, Adrián ; Dodero, Veronica Isabel; Mascareñas, José L.; Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides; Elsevier; Tetrahedron; 69; 36; 6-2013; 7847-7853
0040-4020
url http://hdl.handle.net/11336/5978
identifier_str_mv Jimenez Balsa, Adrián ; Dodero, Veronica Isabel; Mascareñas, José L.; Toward encoding reactivity using double-stranded DNA. Sequencedependent native chemical ligation of DNA binding polyamides; Elsevier; Tetrahedron; 69; 36; 6-2013; 7847-7853
0040-4020
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2013.05.126
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040402013008946
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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 12.952241

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