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. 1986 Aug 26;14(16):6525–6540. doi: 10.1093/nar/14.16.6525

Application of new catalytic phosphate protecting groups for the highly efficient phosphotriester oligonucleotide synthesis.

V A Efimov, A A Buryakova, I Y Dubey, N N Polushin, O G Chakhmakhcheva, Ovchinnikov YuA
PMCID: PMC311661  PMID: 3748819

Abstract

An effective procedure for the synthesis of oligonucleotides by the phosphotriester method has been developed. The procedure is based on the use of phosphate protecting groups enabling O-nucleophilic intramolecular catalysis in the reaction of internucleotide bond formation under the action of arylsulfonyl chlorides and their derivatives. Using this new procedure, the time needed to perform one elongation step on polymer support is 7-8 min. The effectiveness of the methodology has been demonstrated in the synthesis of many oligodeoxyribonucleotides of different length with high yields.

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Selected References

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  1. Efimov V. A., Buryakova A. A., Reverdatto S. V., Chakhmakhcheva O. G., Ovchinnikov YuA Rapid synthesis of long-chain deoxyribooligonucleotides by the N-methylimidazolide phosphotriester method. Nucleic Acids Res. 1983 Dec 10;11(23):8369–8387. doi: 10.1093/nar/11.23.8369. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Efimov V. A., Chakhmakhcheva O. G., Ovchinnikov YuA Improved rapid phosphotriester synthesis of oligodeoxyribonucleotides using oxygen-nucleophilic catalysts. Nucleic Acids Res. 1985 May 24;13(10):3651–3666. doi: 10.1093/nar/13.10.3651. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. 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]
  4. Matthes H. W., Zenke W. M., Grundström T., Staub A., Wintzerith M., Chambon P. Simultaneous rapid chemical synthesis of over one hundred oligonucleotides on a microscale. EMBO J. 1984 Apr;3(4):801–805. doi: 10.1002/j.1460-2075.1984.tb01888.x. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Maxam A. M., Gilbert W. Sequencing end-labeled DNA with base-specific chemical cleavages. Methods Enzymol. 1980;65(1):499–560. doi: 10.1016/s0076-6879(80)65059-9. [DOI] [PubMed] [Google Scholar]
  6. Sproat B. S., Rider P., Beijer B. Highly efficient oligodeoxyribonucleotide synthesis using fully base protected phosphodiester building blocks carrying 2-(1-methylimidazol-2-yl) phenyl protection of the phosphate. Nucleic Acids Res. 1986 Feb 25;14(4):1811–1824. doi: 10.1093/nar/14.4.1811. [DOI] [PMC free article] [PubMed] [Google Scholar]

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