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. 1974 Apr;1(4):615–627. doi: 10.1093/nar/1.4.615

Use of phosphorus oxychloride in synthesizing nucleotides and oligonucleotides

WS Mungall 1, GL Greene 1, PS Miller 1, RL Letsinger 1
PMCID: PMC343360  PMID: 10793743

Abstract

Procedures are described for phosphorylating protected nucleotides, oligonucleotides and phosphoramidate oligonucleotide derivatives at the 3′-hydroxyl group. The conditions (phosphorylation with phosphorus oxychloride and pyridine in dioxane followed by hydrolysis with aqueous pyridine) are sufficiently mild that base labile (trifluoroacetylamino; β-cyanoethyl phosphotriester) and acid labile (O-monomethoxytrityl; phosphoramidate) functions are retained intact. Application of the technique is illustrated by the synthesis of dpT, dTp, d(CF3CONH)Tp, dTpNTp, and dTpNTpNTp. In addition, the utilization of phosphorus oxychloride in joining thymidine derivatives and dinucleoside phosphotriester blocks via phosphodiester links is described.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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