Diels-Alder cycloadditions in water for the straightforward preparation of peptide-oligonucleotide conjugates

The Diels-Alder reaction between diene-modified oligonucleotides and maleimide-derivatized peptides afforded peptide-oligonucleotide conjugates with high purity and yield. Synthesis of the reagents was easily accomplished by on-column derivatization of the corresponding peptides and oligonucleotides...

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Detalles Bibliográficos
Autores: Marchán, Vicente, Ortega, Samuel, Pulido, Daniel, Pedroso, Enrique, Grandas, Anna
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2006
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/345458
Acceso en línea:http://hdl.handle.net/10261/345458
https://api.elsevier.com/content/abstract/scopus_id/33644853492
Access Level:acceso abierto
Palabra clave:Oligonucleotides
Peptides
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Descripción
Sumario:The Diels-Alder reaction between diene-modified oligonucleotides and maleimide-derivatized peptides afforded peptide-oligonucleotide conjugates with high purity and yield. Synthesis of the reagents was easily accomplished by on-column derivatization of the corresponding peptides and oligonucleotides. The cycloaddition reaction was carried out in mild conditions, in aqueous solution at 37 degrees C. The speed of the reaction was found to vary depending on the size of the reagents, but it can be completed in 8-10 h by reacting the diene-oligonucleotide with a small excess of maleimide-peptide.