Skip to main content
NCBI home page
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1984 Nov 26;12(22):8639–8651. doi: 10.1093/nar/12.22.8639

Polymer supported DNA synthesis using hydroxybenzotriazole activated phosphotriester intermediates.

J E Marugg, N Piel, L W McLaughlin, M Tromp, G H Veeneman, G A van der Marel, J H van Boom
PMCID: PMC320404  PMID: 6095205

Abstract

Phosphorylation of N-acyl-5'-O-DMTr-d-nucleosides, or similarly protected DNA-dimers having a free 3'-OH group, with 2-chlorophenyl-0,0-bis(1-benzotriazolyl)phosphate affords reactive 3'-phosphotriester derivatives. The latter intermediates can be used, without further purification, for the synthesis of DNA-fragments on the controlled pore glass/long chain alkylamine support. Further, 2-cyano-1,1-dimethylethoxy dichlorophosphine proved to be very suitable for the preparation of 5'-phosphorylated DNA-fragments on the same type of solid support.

Full text

PDF
8639

Images in this article

8644Image
on p.8644

Selected References

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

  1. Dörper T., Winnacker E. L. Improvements in the phosphoramidite procedure for the synthesis of oligodeoxyribonucleotides. Nucleic Acids Res. 1983 May 11;11(9):2575–2584. doi: 10.1093/nar/11.9.2575. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Efimov V. A., Reverdatto S. V., Chakhmakhcheva O. G. New effective method for the synthesis of oligonucleotides via phosphotriester intermediates. Nucleic Acids Res. 1982 Nov 11;10(21):6675–6694. doi: 10.1093/nar/10.21.6675. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Gait M. J., Matthes H. W., Singh M., Sproat B. S., Titmas R. C. Rapid synthesis of oligodeoxyribonucleotides. VII. Solid phase synthesis of oligodeoxyribonucleotides by a continuous flow phosphotriester method on a kieselguhr-polyamide support. Nucleic Acids Res. 1982 Oct 25;10(20):6243–6254. doi: 10.1093/nar/10.20.6243. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Kohli V., Balland A., Wintzerith M., Sauerwald R., Staub A., Lecocq J. P. Silica gel: an improved support for the solid-phase phosphotriester synthesis of oligonucleotides. Nucleic Acids Res. 1982 Nov 25;10(22):7439–7448. doi: 10.1093/nar/10.22.7439. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Reese C. B., Zard L. Some observations relating to the oximate ion promoted unblocking of oligonucleotide aryl esters. Nucleic Acids Res. 1981 Sep 25;9(18):4611–4626. doi: 10.1093/nar/9.18.4611. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. Schattenkerk C., Visser G. M., van der Marel G. A., van Boom J. H. Synthesis of ppTppp via phosphotriester intermediates. Nucleic Acids Res. 1983 Nov 11;11(21):7545–7554. doi: 10.1093/nar/11.21.7545. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Wreesmann C. T., Fidder A., van der Marel G. A., van Boom J. H. Synthesis of short RNA fragments by the benzotriazolyl phosphotriester approach. Nucleic Acids Res. 1983 Dec 10;11(23):8389–8405. doi: 10.1093/nar/11.23.8389. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. van der Marel G. A., van Boeckel C. A., Wille G., van Boom J. H. A general method for the synthesis of 5'-monophosphates of DNA fragments via phosphotriester intermediates. Nucleic Acids Res. 1982 Apr 10;10(7):2337–2351. doi: 10.1093/nar/10.7.2337. [DOI] [PMC free article] [PubMed] [Google Scholar]

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

RESOURCES