Literature DB >> 4011438

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

V A Efimov, O G Chakhmakhcheva.   

Abstract

The use of different condensing and phosphorylating agents in conjunction with oxygen-nucleophilic catalysts, such as 4-substituted derivatives of pyridine N-oxide and quinoline N-oxide, leads to a dramatic increase of the rate of the phosphotriester bond formation and minimizes the amount of by-products caused by the modification of heterocyclic bases. The application of these catalysts to the solid-phase oligonucleotide synthesis allows to reduce the time needed for the performance of one elongation cycle on a polymer support to 10 min.

Entities:  

Mesh：

Substances：

Year:  1985        PMID： 4011438      PMCID： PMC341264          DOI： 10.1093/nar/13.10.3651

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


  8 in total

Review 1.  Recent developments in the chemical synthesis of polynucleotides.

Authors:  E Ohtsuka; M Ikehara; D Söll
Journal:  Nucleic Acids Res       Date:  1982-11-11       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.  General scheme of the phosphotriester condensation in the oligodeoxyribonucleotide synthesis with arylsulfonyl chlorides and arylsulfonyl azolides.

Authors:  V F Zarytova; D G Knorre
Journal:  Nucleic Acids Res       Date:  1984-02-24       Impact factor: 16.971

5.  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

6.  In situ activation of bis-dialkylaminophosphines--a new method for synthesizing deoxyoligonucleotides on polymer supports.

Authors:  A D Barone; J Y Tang; M H Caruthers
Journal:  Nucleic Acids Res       Date:  1984-05-25       Impact factor: 16.971

7.  A study of the efficiency and the problem of sulfonation of several condensing reagents and their mechanisms for the chemical synthesis of deoxyoligoribonucleotides.

Authors:  A K Seth; E Jay
Journal:  Nucleic Acids Res       Date:  1980-11-25       Impact factor: 16.971

8.  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
  8 in total
  9 in total

1.  Use of a 1-hydroxybenzotriazole activated phosphorylating reagent towards the synthesis of short RNA fragments in solution.

Authors:  E de Vroom; A Fidder; J E Marugg; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1986-07-25       Impact factor: 16.971

Review 2.  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

3.  Solid phase synthesis of oligoribonucleotides using the o-nitrobenzyl group for 2'-hydroxyl protection and H-phosphonate chemistry.

Authors:  T Tanaka; S Tamatsukuri; M Ikehara
Journal:  Nucleic Acids Res       Date:  1987-09-25       Impact factor: 16.971

4.  New efficient sulfurizing reagents for the preparation of oligodeoxyribonucleotide phosphorothioate analogues.

Authors:  V A Efimov; A L Kalinkina; O G Chakhmakhcheva; T S Hill; K Jayaraman
Journal:  Nucleic Acids Res       Date:  1995-10-25       Impact factor: 16.971

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

Authors:  V A Efimov; A A Buryakova; I Y Dubey; N N Polushin; O G Chakhmakhcheva
Journal:  Nucleic Acids Res       Date:  1986-08-26       Impact factor: 16.971

6.  Pre-activation strategy for oligodeoxyribonucleotide synthesis using triaryloxydichlorophosphoranes in the phosphotriester method.

Authors:  H Hotoda; T Wada; M Sekine; T Hata
Journal:  Nucleic Acids Res       Date:  1989-07-11       Impact factor: 16.971

7.  Mechanistic studies on the phosphoramidite coupling reaction in oligonucleotide synthesis. I. Evidence for nucleophilic catalysis by tetrazole and rate variations with the phosphorus substituents.

Authors:  B H Dahl; J Nielsen; O Dahl
Journal:  Nucleic Acids Res       Date:  1987-02-25       Impact factor: 16.971

8.  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

Review 9.  H-Phosphonate Chemistry in the Synthesis of Electrically Neutral and Charged Antiviral and Anticancer Pronucleotides.

Authors:  Adam Kraszewski; Michal Sobkowski; Jacek Stawinski
Journal:  Front Chem       Date:  2020-11-13       Impact factor: 5.221
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.