Synthesis of phosphorothioamidites derived from 3′-thio-3′-deoxythymidine and 3′-thio-2′,3′-dideoxycytidine and the automated synthesis of oligodeoxynucleotides containing a 3′-S-phosphorothiolate linkage
AUTOR(ES)
Sabbagh, Ghalia
FONTE
Oxford University Press
RESUMO
The synthesis of N4-benzoyl-5′-O-dimethoxytrityl-2′,3′-dideoxy-3′-thiocytidine and its phosphorothioamidite is described for the first time, together with a shortened procedure for the preparation of 5′-O-dimethoxytrityl-3′-deoxy-3′-thiothymidine and its corresponding phosphorothioamidite. The first fully automated coupling procedure for the incorporation of a phosphorothioamidite into a synthetic oligodeoxynucleotide has been developed, which conveniently uses routine activators and reagents. Coupling yields using this protocol were in the range of 85–90% and good yields of singularly modified oligonucleotides were obtained. Coupling yields were also equally good when performed on either a 0.2 or 1 µmol reaction column, thus facilitating large scale syntheses required for mechanistic studies.
ACESSO AO ARTIGO
http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=373317Documentos Relacionados
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