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Título: | Stepwise synthesis of oligonucleotide–peptide conjugates containing guanidinium and lipophilic groups in their 3′-termini |
Autor: | Grijalvo, Santiago CSIC ORCID; Terrazas, Montserrat CSIC ORCID; Aviñó, Anna CSIC ORCID; Eritja Casadellà, Ramón CSIC ORCID | Palabras clave: | ODN–peptide conjugates Dickerson–Drew dodecamer Luciferase Postsynthetic guanidinylation reaction Ureas Antisense oligonucleotides Phosphorothioates |
Fecha de publicación: | 1-abr-2010 | Editor: | Elsevier | Citación: | Bioorganic and Medicinal Chemistry Letters 20(7): 2144–2147 (2010) | Resumen: | Two different series of oligonucleotide–peptide conjugates have been efficiently synthesized by stepwise solid-phase synthesis. First, oligonucleotides and oligonucleotide phosphorothioates containing polar groups at the 3′-termini, such as amine and guanidinium groups were prepared. ODNs conjugates carrying several lysine residues were obtained directly from Fmoc deprotection whereas ODN conjugates with guanidinium groups were obtained by post-synthetic guanidinylation. The second family contains different urea moieties that were achieved by standard protocols. All products were fully characterized by reversed phase HPLC and MALDI-TOF mass spectrometry yielding satisfactory results. Oligonucleotide–phosphorothioate conjugates were evaluated as potential antisense oligonucleotides in the inhibition of the luciferase gene. | Versión del editor: | http://dx.doi.org/10.1016/j.bmcl.2010.02.049 | URI: | http://hdl.handle.net/10261/47084 | DOI: | 10.1016/j.bmcl.2010.02.049 | ISSN: | 0960-894X | E-ISSN: | 1464-3405 |
Aparece en las colecciones: | (IQAC) Artículos |
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stepwise_synthesis_Grijalvo.pdf | 147,63 kB | Adobe PDF | Visualizar/Abrir |
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