Stabilization of Telomeric I-Motif Structures by (2′S)-2′-Deoxy-2′-C-Methylcytidine Residues

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

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Detalles Bibliográficos
Autores: Aviñó, Anna, Dellafiore, María A., Gargallo, Raimundo, Bustamante González, Carlos Alberto, Iribarren, A.M, Montserrat, Javier M., Eritja Casadellà, Ramón
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/152495
Acceso en línea:http://hdl.handle.net/10261/152495
Access Level:acceso abierto
Palabra clave:Circular dichroism
deoxymethylcytidine
i-motifs
NMR spectroscopy
telomeres
Descripción
Sumario:G-quadruplexes and i-motifs are tetraplex structures present in telomeres and the promoter regions of oncogenes. The possibility of producing nanodevices with pH-sensitive functions has triggered interest in 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 from the vertebrate telomere was investigated by UV, CD, and NMR spectroscopy. The replacement of selected positions of the C-core with C-modified residues induced the formation of stable intercalated tetraplexes at near-neutral pH. This study demonstrates the possibility of enhancing the stability of the i-motif by chemical modification. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim