Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding

Autores
Berdakin, Matias; Steinmetz, Vicent; Maitre, Philippe; Pino, Gustavo Ariel
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The study of metal ion–DNA interaction aiming to understand the stabilization of artificial base pairing and a number of noncanonical motifs is of current interest, due to their potential exploitation in developing new technological devices and expanding the genetic code. A successful strategy has been the synthesis of metal-mediated base pairs, in which a coordinative bond to a central metal cation replaces a H-bond in a natural pair. In this work, we characterized, for the first time, the gas phase structure of the cytosine···Ag+···cytosine (C–Ag+–C) complex by means of InfraRed-MultiPhoton-Dissociation (IR-MPD) spectroscopy and theoretical calculation. The IR-spectrum was confidently assigned to one structure with the Ag+ acting as a bridge between the heteronitrogen atoms in each cytosine (both in the keto-amino form). This structure is biologically relevant since it mimics the structure of the hemiprotonated C–H+–C dimer responsible for the stabilization of the i-motif structure in DNA, with the replacement of the NH···N bond by a stronger N···Ag+···N bond. Moreover, since the structure of the C–Ag+–C complex is planar, it allows an optimum intercalation between pairs of the two antiparallel strand duplex in the DNA i-motif structure.
Fil: Berdakin, Matias. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Steinmetz, Vicent. Universite Paris Sud; Francia
Fil: Maitre, Philippe. Universite Paris Sud; Francia
Fil: Pino, Gustavo Ariel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
Base-Pairing
Dna
Silver-Bound-Dimer
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:11336/31495

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spelling Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif FoldingBerdakin, MatiasSteinmetz, VicentMaitre, PhilippePino, Gustavo ArielBase-PairingDnaSilver-Bound-Dimerhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The study of metal ion–DNA interaction aiming to understand the stabilization of artificial base pairing and a number of noncanonical motifs is of current interest, due to their potential exploitation in developing new technological devices and expanding the genetic code. A successful strategy has been the synthesis of metal-mediated base pairs, in which a coordinative bond to a central metal cation replaces a H-bond in a natural pair. In this work, we characterized, for the first time, the gas phase structure of the cytosine···Ag+···cytosine (C–Ag+–C) complex by means of InfraRed-MultiPhoton-Dissociation (IR-MPD) spectroscopy and theoretical calculation. The IR-spectrum was confidently assigned to one structure with the Ag+ acting as a bridge between the heteronitrogen atoms in each cytosine (both in the keto-amino form). This structure is biologically relevant since it mimics the structure of the hemiprotonated C–H+–C dimer responsible for the stabilization of the i-motif structure in DNA, with the replacement of the NH···N bond by a stronger N···Ag+···N bond. Moreover, since the structure of the C–Ag+–C complex is planar, it allows an optimum intercalation between pairs of the two antiparallel strand duplex in the DNA i-motif structure.Fil: Berdakin, Matias. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Steinmetz, Vicent. Universite Paris Sud; FranciaFil: Maitre, Philippe. Universite Paris Sud; FranciaFil: Pino, Gustavo Ariel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaAmerican Chemical Society2014-05info: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/11336/31495Berdakin, Matias; Steinmetz, Vicent; Maitre, Philippe; Pino, Gustavo Ariel; Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding; American Chemical Society; Journal of Physical Chemistry A; 118; 21; 5-2014; 3804-38091089-5639CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.pubs.acs.org/doi/abs/10.1021/jp5038969info:eu-repo/semantics/altIdentifier/doi/10.1021/jp5038969info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:36:25Zoai:ri.conicet.gov.ar:11336/31495instacron: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:34982025-09-29 09:36:25.865CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
title Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
spellingShingle Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
Berdakin, Matias
Base-Pairing
Dna
Silver-Bound-Dimer
title_short Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
title_full Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
title_fullStr Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
title_full_unstemmed Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
title_sort Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding
dc.creator.none.fl_str_mv Berdakin, Matias
Steinmetz, Vicent
Maitre, Philippe
Pino, Gustavo Ariel
author Berdakin, Matias
author_facet Berdakin, Matias
Steinmetz, Vicent
Maitre, Philippe
Pino, Gustavo Ariel
author_role author
author2 Steinmetz, Vicent
Maitre, Philippe
Pino, Gustavo Ariel
author2_role author
author
author
dc.subject.none.fl_str_mv Base-Pairing
Dna
Silver-Bound-Dimer
topic Base-Pairing
Dna
Silver-Bound-Dimer
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 study of metal ion–DNA interaction aiming to understand the stabilization of artificial base pairing and a number of noncanonical motifs is of current interest, due to their potential exploitation in developing new technological devices and expanding the genetic code. A successful strategy has been the synthesis of metal-mediated base pairs, in which a coordinative bond to a central metal cation replaces a H-bond in a natural pair. In this work, we characterized, for the first time, the gas phase structure of the cytosine···Ag+···cytosine (C–Ag+–C) complex by means of InfraRed-MultiPhoton-Dissociation (IR-MPD) spectroscopy and theoretical calculation. The IR-spectrum was confidently assigned to one structure with the Ag+ acting as a bridge between the heteronitrogen atoms in each cytosine (both in the keto-amino form). This structure is biologically relevant since it mimics the structure of the hemiprotonated C–H+–C dimer responsible for the stabilization of the i-motif structure in DNA, with the replacement of the NH···N bond by a stronger N···Ag+···N bond. Moreover, since the structure of the C–Ag+–C complex is planar, it allows an optimum intercalation between pairs of the two antiparallel strand duplex in the DNA i-motif structure.
Fil: Berdakin, Matias. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Steinmetz, Vicent. Universite Paris Sud; Francia
Fil: Maitre, Philippe. Universite Paris Sud; Francia
Fil: Pino, Gustavo Ariel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description The study of metal ion–DNA interaction aiming to understand the stabilization of artificial base pairing and a number of noncanonical motifs is of current interest, due to their potential exploitation in developing new technological devices and expanding the genetic code. A successful strategy has been the synthesis of metal-mediated base pairs, in which a coordinative bond to a central metal cation replaces a H-bond in a natural pair. In this work, we characterized, for the first time, the gas phase structure of the cytosine···Ag+···cytosine (C–Ag+–C) complex by means of InfraRed-MultiPhoton-Dissociation (IR-MPD) spectroscopy and theoretical calculation. The IR-spectrum was confidently assigned to one structure with the Ag+ acting as a bridge between the heteronitrogen atoms in each cytosine (both in the keto-amino form). This structure is biologically relevant since it mimics the structure of the hemiprotonated C–H+–C dimer responsible for the stabilization of the i-motif structure in DNA, with the replacement of the NH···N bond by a stronger N···Ag+···N bond. Moreover, since the structure of the C–Ag+–C complex is planar, it allows an optimum intercalation between pairs of the two antiparallel strand duplex in the DNA i-motif structure.
publishDate 2014
dc.date.none.fl_str_mv 2014-05
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/11336/31495
Berdakin, Matias; Steinmetz, Vicent; Maitre, Philippe; Pino, Gustavo Ariel; Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding; American Chemical Society; Journal of Physical Chemistry A; 118; 21; 5-2014; 3804-3809
1089-5639
CONICET Digital
CONICET
url http://hdl.handle.net/11336/31495
identifier_str_mv Berdakin, Matias; Steinmetz, Vicent; Maitre, Philippe; Pino, Gustavo Ariel; Gas Phase Structure of Metal Mediated (Cytosine)2Ag+Mimics theHemiprotonated (Cytosine)2H+Dimer ini‑Motif Folding; American Chemical Society; Journal of Physical Chemistry A; 118; 21; 5-2014; 3804-3809
1089-5639
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.pubs.acs.org/doi/abs/10.1021/jp5038969
info:eu-repo/semantics/altIdentifier/doi/10.1021/jp5038969
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 13.070432