Literature DB >> 6253882

The case of sulfonation in the chemical synthesis of oligonucleotides.

A Kraszewski, J Stawiński, M Wiewiórowski.   

Abstract

The sulfonation of nucleosidic component, a side reaction during phosphotriester bond formation, as a function of the reactivity of the condensing agents and the kind of substituents in the starting phosphodiester is discussed. It was found that in the coupling reaction of nucleoside alkyl phosphodiesters, the degree of sulfonation of the nucleosidic component was very high; while under the same conditions when the aryl group was present in the corresponding phosphodiester, this side reaction practically did not occur.

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Year:  1980        PMID： 6253882      PMCID： PMC324079          DOI： 10.1093/nar/8.10.2301

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


  3 in total

1.  The use of arylsulfonyltriazoles for the synthesis of oligonucleotides by the triester approach.

Authors:  N Katagiri; K Itakura; S A Narang
Journal:  J Am Chem Soc       Date:  1975-12-10       Impact factor: 15.419

2.  Studies on polynucleotides. LI. Syntheses of the 64 possible ribotrinucleotides derived from the four major ribomononucleotides.

Authors:  R Lohrmann; D Söll; H Hayatsu; E Ohtsuka; H G Khorana
Journal:  J Am Chem Soc       Date:  1966-02-20       Impact factor: 15.419

3.  Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides.

Authors:  J Stawinski; T Hozumi; S A Narang; C P Bahl; R Wu
Journal:  Nucleic Acids Res       Date:  1977-02       Impact factor: 16.971
  3 in total
  3 in total

1.  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

2.  Synthesis of short RNA fragments by the benzotriazolyl phosphotriester approach.

Authors:  C T Wreesmann; A Fidder; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1983-12-10       Impact factor: 16.971

3.  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
  3 in total

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