Literature DB >> 3748819

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.   

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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Year:  1986        PMID: 3748819      PMCID: PMC311661          DOI: 10.1093/nar/14.16.6525

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  6 in total

1.  Improved rapid phosphotriester synthesis of oligodeoxyribonucleotides using oxygen-nucleophilic catalysts.

Authors:  V A Efimov; O G Chakhmakhcheva
Journal:  Nucleic Acids Res       Date:  1985-05-24       Impact factor: 16.971

2.  Sequencing end-labeled DNA with base-specific chemical cleavages.

Authors:  A M Maxam; W Gilbert
Journal:  Methods Enzymol       Date:  1980       Impact factor: 1.600

3.  New effective method for the synthesis of oligonucleotides via phosphotriester intermediates.

Authors:  V A Efimov; S V Reverdatto; O G Chakhmakhcheva
Journal:  Nucleic Acids Res       Date:  1982-11-11       Impact factor: 16.971

4.  Rapid synthesis of long-chain deoxyribooligonucleotides by the N-methylimidazolide phosphotriester method.

Authors:  V A Efimov; A A Buryakova; S V Reverdatto; O G Chakhmakhcheva
Journal:  Nucleic Acids Res       Date:  1983-12-10       Impact factor: 16.971

5.  Highly efficient oligodeoxyribonucleotide synthesis using fully base protected phosphodiester building blocks carrying 2-(1-methylimidazol-2-yl) phenyl protection of the phosphate.

Authors:  B S Sproat; P Rider; B Beijer
Journal:  Nucleic Acids Res       Date:  1986-02-25       Impact factor: 16.971

6.  Simultaneous rapid chemical synthesis of over one hundred oligonucleotides on a microscale.

Authors:  H W Matthes; W M Zenke; T Grundström; A Staub; M Wintzerith; P Chambon
Journal:  EMBO J       Date:  1984-04       Impact factor: 11.598

  6 in total
  4 in total

Review 1.  Alternative synthetic tools to phospho-specific antibodies for phosphoproteome analysis: progress and prospects.

Authors:  James I Murray; Alan C Spivey; Rudiger Woscholski
Journal:  J Chem Biol       Date:  2013-07-09

2.  Synthesis and evaluation of some properties of chimeric oligomers containing PNA and phosphono-PNA residues.

Authors:  V A Efimov; M V Choob; A A Buryakova; A L Kalinkina; O G Chakhmakhcheva
Journal:  Nucleic Acids Res       Date:  1998-01-15       Impact factor: 16.971

3.  A new approach to the synthesis of the 5'-deoxy-5'-methylphosphonate linked thymidine oligonucleotide analogues.

Authors:  T Szabó; A Kers; J Stawinski
Journal:  Nucleic Acids Res       Date:  1995-03-25       Impact factor: 16.971

Review 4.  Synthesis of oligonucleotides on a soluble support.

Authors:  Harri Lönnberg
Journal:  Beilstein J Org Chem       Date:  2017-07-12       Impact factor: 2.883

  4 in total

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