Internucleotide phosphite sulfurization with tetraethylthiuram disulfide. Phosphorothioate oligonucleotide synthesis via phosphoramidite chemistry
1991; Elsevier BV; Volume: 32; Issue: 26 Linguagem: Inglês
10.1016/0040-4039(91)80672-s
ISSN1873-3581
AutoresHuynh Vu, Bernard L. Hirschbein,
Tópico(s)Click Chemistry and Applications
ResumoA new sulfurizing reagent has been developed for the automated synthesis of phosphorothioate oligonucleotides 1 via the phosphoramidite method. Tetraethylthiuram disulfide (TETD) converts internucleotide cyanoethyl phosphite 2 to the phosphorothioate triester 3 within 15 minutes at room temperature after each coupling step. With an optimized synthesis cycle, the efficiency of phosphorothioate oligonucleotide synthesis is comparable to that of phosphodiester oligonucleotides. Large scale synthesis (200μmole), oligonucleotides up to 100 bases long, and mixed phosphorothioate/phosphodiester DNA are demonstrated.
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