Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues

G-quadruplex and i-motif are tetraplex structures present in telomeres and promoter regions of oncogenes. The possibility of producing nanodevices with pH-sensitive functions has triggered the interest for modified oligonucleotides with improved structural properties. We synthesized C-rich oligonucl...

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Autores: Aviñó Andrés, Anna, Dellafiore, Maria, Gargallo Gómez, Raimundo, González, Carlos, Iribarren, Adolfo M., Montserrat, Javier, Eritja i Casadellà, Ramon
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/109785
Acceso en línea:https://hdl.handle.net/2445/109785
Access Level:acceso abierto
Palabra clave:Àcids nucleics
Oligonucleòtids
G-estructures
Nucleic acids
Oligonucleotides
G-structures
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repository_id_str
spelling Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residuesAviñó Andrés, AnnaDellafiore, MariaGargallo Gómez, RaimundoGonzález, CarlosIribarren, Adolfo M.Montserrat, JavierEritja i Casadellà, RamonÀcids nucleicsOligonucleòtidsG-estructuresNucleic acidsOligonucleotidesG-structuresG-quadruplex and i-motif are tetraplex structures present in telomeres and promoter regions of oncogenes. The possibility of producing nanodevices with pH-sensitive functions has triggered the interest for modified oligonucleotides with improved structural properties. We synthesized C-rich oligonucleotides carrying conformationally restricted (2'S)-2'-deoxy-2'-C-methyl-cytidine units. The effect of this modified nucleoside on the stability of intramolecular i-motifs related to vertebrate telomere was investigated by means of spectroscopic methods (UV, CD and NMR). The replacement of selected positions of the C-core by the appropriate C-modified residues induces the formation of stable intercalated tetraplexes at pHs near neutrality. The study demonstrates the possibility of enhancing the stability of i-motif by chemical modifications.Wiley-VCH2017201820172017info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion7 p.application/pdfhttps://hdl.handle.net/2445/109785Articles publicats en revistes (Enginyeria Química i Química Analítica)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió postprint del document publicat a: https://doi.org/10.1002/cbic.201700112ChemBioChem, 2017https://doi.org/10.1002/cbic.201700112(c) Wiley-VCH, 2017info:eu-repo/semantics/openAccessoai:recercat.cat:2445/1097852026-05-29T05:05:01Z
dc.title.none.fl_str_mv Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
title Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
spellingShingle Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
Aviñó Andrés, Anna
Àcids nucleics
Oligonucleòtids
G-estructures
Nucleic acids
Oligonucleotides
G-structures
title_short Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
title_full Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
title_fullStr Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
title_full_unstemmed Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
title_sort Stabilization of telomeric i-motif structures by (2'S)-2'-deoxy-2'-C-methyl-cytidine residues
dc.creator.none.fl_str_mv Aviñó Andrés, Anna
Dellafiore, Maria
Gargallo Gómez, Raimundo
González, Carlos
Iribarren, Adolfo M.
Montserrat, Javier
Eritja i Casadellà, Ramon
author Aviñó Andrés, Anna
author_facet Aviñó Andrés, Anna
Dellafiore, Maria
Gargallo Gómez, Raimundo
González, Carlos
Iribarren, Adolfo M.
Montserrat, Javier
Eritja i Casadellà, Ramon
author_role author
author2 Dellafiore, Maria
Gargallo Gómez, Raimundo
González, Carlos
Iribarren, Adolfo M.
Montserrat, Javier
Eritja i Casadellà, Ramon
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Àcids nucleics
Oligonucleòtids
G-estructures
Nucleic acids
Oligonucleotides
G-structures
topic Àcids nucleics
Oligonucleòtids
G-estructures
Nucleic acids
Oligonucleotides
G-structures
description G-quadruplex and i-motif are tetraplex structures present in telomeres and promoter regions of oncogenes. The possibility of producing nanodevices with pH-sensitive functions has triggered the interest for modified oligonucleotides with improved structural properties. We synthesized C-rich oligonucleotides carrying conformationally restricted (2'S)-2'-deoxy-2'-C-methyl-cytidine units. The effect of this modified nucleoside on the stability of intramolecular i-motifs related to vertebrate telomere was investigated by means of spectroscopic methods (UV, CD and NMR). The replacement of selected positions of the C-core by the appropriate C-modified residues induces the formation of stable intercalated tetraplexes at pHs near neutrality. The study demonstrates the possibility of enhancing the stability of i-motif by chemical modifications.
publishDate 2017
dc.date.none.fl_str_mv 2017
2017
2017
2018
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/109785
url https://hdl.handle.net/2445/109785
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: https://doi.org/10.1002/cbic.201700112
ChemBioChem, 2017
https://doi.org/10.1002/cbic.201700112
dc.rights.none.fl_str_mv (c) Wiley-VCH, 2017
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Wiley-VCH, 2017
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 7 p.
application/pdf
dc.publisher.none.fl_str_mv Wiley-VCH
publisher.none.fl_str_mv Wiley-VCH
dc.source.none.fl_str_mv Articles publicats en revistes (Enginyeria Química i Química Analítica)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,81155

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