Skip to main content
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1975 Jul;2(7):1123–1127. doi: 10.1093/nar/2.7.1123

Formation of internucleotide 3'-5' phosphoramidate links by direct coupling of phosphoryl and amino groups.

G L Greene, R L Letsinger
PMCID: PMC343499  PMID: 1153331

Abstract

The stepwise synthesis of oligomers derived from 5'-amino-5'-deoxythymidine 3'-phosphate and 5'-amino-5'-deoxy-3'-O-mono-p-methoxytrityl-thymidine is described. The internucleotide phosphoramidate links were formed by condensation of nucleoside 3'-phosphates with aminonucleosides by means of triphenylphosphine and dipridyl disulfide.

Full text

PDF
1123

Selected References

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

  1. Cashion P. J., Fridkin M., Agarwal K. L., Jay E., Khorana H. G. Use of trityl- and -naphthylcarbamoylcellulose derivatives in oligonucleotide synthesis. Biochemistry. 1973 May 8;12(10):1985–1990. doi: 10.1021/bi00734a023. [DOI] [PubMed] [Google Scholar]
  2. Letsinger R. L., Mungall W. S. Phosphoramidate analogs of oligonucleotides. J Org Chem. 1970 Nov;35(11):3800–3803. doi: 10.1021/jo00836a048. [DOI] [PubMed] [Google Scholar]
  3. Letsinger R. L., Wilkes J. S., Dumas L. B. Enzymatic synthesis of polydeoxyribonucleotides possessing internucleotide phosphoramidate bonds. J Am Chem Soc. 1972 Jan 12;94(1):292–293. doi: 10.1021/ja00756a060. [DOI] [PubMed] [Google Scholar]
  4. Mukaiyama T., Hashimoto M. Synthesis of oligothymidylates and nucleoside cyclic phosphates by oxidation-reduction condensation. J Am Chem Soc. 1972 Nov 29;94(24):8528–8532. doi: 10.1021/ja00779a039. [DOI] [PubMed] [Google Scholar]
  5. Mungall W. S., Greene G. L., Miller P. S., Letsinger R. L. Use of phosphorus oxychloride in synthesizing nucleotides and oligonucleotides. Nucleic Acids Res. 1974 Apr;1(4):615–627. doi: 10.1093/nar/1.4.615. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Nucleic Acids Research are provided here courtesy of Oxford University Press

RESOURCES