Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions

Oligonucleotide conjugates carrying a single functionalized tetrathiafulvalene (TTF) unit linked through a threoninol molecule to the 3′ or 5′ ends were synthesized together with their complementary oligonucleotides carrying a TTF, pyrene, or pentafluorophenyl group. TTF-oligonucleotide conjugates f...

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Autores: Pérez-Rentero, Sonia, Somoza, Álvaro, Grijalvo, Santiago, Janoušek, Jiří, Bělohradský, Martin, Stará̈, Irena G., Starý, Ivo, Eritja Casadellà, Ramón
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2013
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositório:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/125375
Acesso em linha:http://hdl.handle.net/10261/125375
Access Level:Acceso aberto
Palavra-chave:Oligonucleotides
RNA
TTF
siRNA
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spelling Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positionsPérez-Rentero, SoniaSomoza, ÁlvaroGrijalvo, SantiagoJanoušek, JiříBělohradský, MartinStará̈, Irena G.Starý, IvoEritja Casadellà, RamónOligonucleotidesRNATTFsiRNAOligonucleotide conjugates carrying a single functionalized tetrathiafulvalene (TTF) unit linked through a threoninol molecule to the 3′ or 5′ ends were synthesized together with their complementary oligonucleotides carrying a TTF, pyrene, or pentafluorophenyl group. TTF-oligonucleotide conjugates formed duplexes with higher thermal stability than the corresponding unmodified oligonucleotides and pyrene- and pentafluorophenyl-modified oligonucleotides. TTF-modified oligonucleotides are able to bind to citrate-stabilized gold nanoparticles (AuNPs) and produce stable gold AuNPs functionalized with oligonucleotides. Finally, TTF- oligoribonucleotides have been synthesized to produce siRNA duplexes carrying TTF units. The presence of the TTF molecule is compatible with the RNA interference mechanism for gene inhibition.The authors thank Dr. Anna Avi˜n´o for providing the nonmodified oligonucleotides 11–14.This researchwas supported by the European Commission (Grants FP7-FUNMOL 213382 and NMP4-LA-2011-262943, MULTIFUN), by the Spanish Ministry of Education (grant CTQ2010-20541, SAF2010-15440), the Generalitat de Catalunya (2009/SGR/208), the Czech Science Foundation (P207/10/2214), the Ministry of Education, Youth and Sports of the Czech Republic (7E09054), and the Institute of Organic Chemistry and Biochemistry AS CR (RVO: 61388963). The authors declare no conflict of interests.Peer reviewedHindawi Publishing CorporationEuropean CommissionConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]201520152013info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/125375reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#FP7-FUNMOL 213382; ECDOI: 10.1155/2013/650610Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/1253752026-05-22T06:33:51Z
dc.title.none.fl_str_mv Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
title Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
spellingShingle Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
Pérez-Rentero, Sonia
Oligonucleotides
RNA
TTF
siRNA
title_short Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
title_full Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
title_fullStr Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
title_full_unstemmed Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
title_sort Biophysical and RNA interference inhibitory properties of oligonucleotides carrying tetrathiafulvalene groups at terminal positions
dc.creator.none.fl_str_mv Pérez-Rentero, Sonia
Somoza, Álvaro
Grijalvo, Santiago
Janoušek, Jiří
Bělohradský, Martin
Stará̈, Irena G.
Starý, Ivo
Eritja Casadellà, Ramón
author Pérez-Rentero, Sonia
author_facet Pérez-Rentero, Sonia
Somoza, Álvaro
Grijalvo, Santiago
Janoušek, Jiří
Bělohradský, Martin
Stará̈, Irena G.
Starý, Ivo
Eritja Casadellà, Ramón
author_role author
author2 Somoza, Álvaro
Grijalvo, Santiago
Janoušek, Jiří
Bělohradský, Martin
Stará̈, Irena G.
Starý, Ivo
Eritja Casadellà, Ramón
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv European Commission
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Oligonucleotides
RNA
TTF
siRNA
topic Oligonucleotides
RNA
TTF
siRNA
description Oligonucleotide conjugates carrying a single functionalized tetrathiafulvalene (TTF) unit linked through a threoninol molecule to the 3′ or 5′ ends were synthesized together with their complementary oligonucleotides carrying a TTF, pyrene, or pentafluorophenyl group. TTF-oligonucleotide conjugates formed duplexes with higher thermal stability than the corresponding unmodified oligonucleotides and pyrene- and pentafluorophenyl-modified oligonucleotides. TTF-modified oligonucleotides are able to bind to citrate-stabilized gold nanoparticles (AuNPs) and produce stable gold AuNPs functionalized with oligonucleotides. Finally, TTF- oligoribonucleotides have been synthesized to produce siRNA duplexes carrying TTF units. The presence of the TTF molecule is compatible with the RNA interference mechanism for gene inhibition.
publishDate 2013
dc.date.none.fl_str_mv 2013
2015
2015
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/125375
url http://hdl.handle.net/10261/125375
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
FP7-FUNMOL 213382; EC
DOI: 10.1155/2013/650610
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Hindawi Publishing Corporation
publisher.none.fl_str_mv Hindawi Publishing Corporation
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,811543

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