New carbamate supports for the preparation of 3'-amino-modified oligonucleotides

A novel approach for the preparation of oligonucleotides carrying amino groups at the 3'-end is described. Several CPG supports having aminoalkyl groups and 3'-amino-2',3'-dideoxynucleosides linked through base-labile carbamate linkages such as 2-(2- nitrophenyl)ethoxycarbonyl an...

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Detalhes bibliográficos
Autores: Aviñó, Anna, Güimil García, Ramón, Albericio, Fernando, Mann, Matthias, Wilm, Matthias S., Neubauer, Gitte, Eritja Casadellà, Ramón
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:1996
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/141159
Acesso em linha:http://hdl.handle.net/10261/141159
Access Level:acceso abierto
Palavra-chave:Carbamic acid
Oligonucleotides
Chemical modification
Mass Spectrometry
Descrição
Resumo:A novel approach for the preparation of oligonucleotides carrying amino groups at the 3'-end is described. Several CPG supports having aminoalkyl groups and 3'-amino-2',3'-dideoxynucleosides linked through base-labile carbamate linkages such as 2-(2- nitrophenyl)ethoxycarbonyl and fluorenylmethoxycarbonyl were prepared using two different strategies. These supports are compatible to the standard solid phase phosphite-triester methodology and yield oligonucleotides containing amino groups at the 3'-end. Several properties of the 3'-amino oligonucleotides, such as nuclease resistance, hybridization, and preparation of oligonucleotide conjugates are discussed.