Literature DB >> 221888

Protected deoxyribonucleoside-3' aryl phosphodiesters as key intermediates in polynucleotide synthesis. Construction of an icosanucleotide analogous to the sequence at the ends of Rous sarcoma virus 35S RNA.

G R Gough, C K Singleton, H L Weith, P T Gilham.   

Abstract

Several modifications have been incorporated into the phosphotriester strategy for chemical synthesis of oligodeoxyribonucleotides. These include high-yield methods of preparation and isolation of O5', N-protected deoxyribonucleoside-3' p-chlorophenyl phosphates which serve as key intermediates, and the elimination of some superfluous manipulation and purification steps commonly used in the process of synthesizing oligonucleotide blocks. In addition, two new arylsulfonyl nitroimidazole derivatives have been prepared and found to be highly effective agents for internucleotide bond formation. These techniques have been applied in construction of the iconsamer d(G-C-C-A-T-T-T-T-A-C-C-A-T-T-C-A-C-C-A)-rC, equivalent to a ribonucleotide sequence located at both the 5' and 3' ends of Rous sarcoma virus 35S RNA.

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Year:  1979        PMID: 221888      PMCID: PMC327790          DOI: 10.1093/nar/6.4.1557

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


  15 in total

1.  Equimolar addition of oligoribonucleotides with T4 RNA ligase.

Authors:  O C Uhlenbeck; V Cameron
Journal:  Nucleic Acids Res       Date:  1977-01       Impact factor: 16.971

2.  A rapid and convenient synthesis of poly-thymidylic acid by the modified triester approach.

Authors:  A K Sood; S A Narang
Journal:  Nucleic Acids Res       Date:  1977-08       Impact factor: 16.971

3.  A new method for sequencing DNA.

Authors:  A M Maxam; W Gilbert
Journal:  Proc Natl Acad Sci U S A       Date:  1977-02       Impact factor: 11.205

4.  Rous sarcoma virus genome is terminally redundant: the 5' sequence.

Authors:  W A Haseltine; A M Maxam; W Gilbert
Journal:  Proc Natl Acad Sci U S A       Date:  1977-03       Impact factor: 11.205

5.  Rous sarcoma virus genome is terminally redundant: the 3' sequence.

Authors:  D E Schwartz; P C Zamecnik; H L Weith
Journal:  Proc Natl Acad Sci U S A       Date:  1977-03       Impact factor: 11.205

6.  Nucleoside-3'-phosphotriesters as key intermediates for the oligoribonucleotide synthesis. III. An improved preparation of nucleoside 3'-phosphotriesters, their 1H NMR characterization and new conditions for removal of 2-cyanoethyl group.

Authors:  R W Adamiak; M Z Barciszewska; E Biala; K Grzéskowiak; R Kierzek; A Kraszewski; W T Markiewicz; M Wiewiórowski
Journal:  Nucleic Acids Res       Date:  1976-12       Impact factor: 16.971

7.  The use of terminal blocking groups for the specific joining of oligonucleotides in RNA ligase reactions containing equimolar concentrations of acceptor and donor molecules.

Authors:  J J Sninsky; J A Last; P T Gilham
Journal:  Nucleic Acids Res       Date:  1976-11       Impact factor: 16.971

8.  Synthesis of oligonucleotides with sequences identical with or analogous to the 3'-end of 16S ribosomal RNA of Escherichia coli: preparation of A-C-C-U-C-C via the modified phosphotriester method.

Authors:  J H van Boom; P M Burgers; G van der Marel; C H Verdegaal; G Wille
Journal:  Nucleic Acids Res       Date:  1977-04       Impact factor: 16.971

9.  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

10.  Expression in Escherichia coli of a chemically synthesized gene for the hormone somatostatin.

Authors:  K Itakura; T Hirose; R Crea; A D Riggs; H L Heyneker; F Bolivar; H W Boyer
Journal:  Science       Date:  1977-12-09       Impact factor: 47.728

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  16 in total

1.  The 6-thioguanine/5-methyl-2-pyrimidinone base pair.

Authors:  H P Rappaport
Journal:  Nucleic Acids Res       Date:  1988-08-11       Impact factor: 16.971

2.  Chemical synthesis and cloning of a gene for human beta-urogastrone.

Authors:  J Smith; E Cook; I Fotheringham; S Pheby; R Derbyshire; M A Eaton; M Doel; D M Lilley; J F Pardon; T Patel; H Lewis; L D Bell
Journal:  Nucleic Acids Res       Date:  1982-08-11       Impact factor: 16.971

3.  T4 RNA ligase catalyzed synthesis of base analogue-containing oligodeoxyribonucleotides and a characterization of their thermal stabilities.

Authors:  C A Brennan; R I Gumport
Journal:  Nucleic Acids Res       Date:  1985-12-20       Impact factor: 16.971

4.  Rapid synthesis of oligodeoxyribonucleotides. IV. Improved solid phase synthesis of oligodeoxyribonucleotides through phosphotriester intermediates.

Authors:  M J Gait; M Singh; R C Sheppard; M D Edge; A R Greene; G R Heathcliffe; T C Atkinson; C R Newton; A F Markham
Journal:  Nucleic Acids Res       Date:  1980-03-11       Impact factor: 16.971

5.  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

6.  Synthesis of the human insulin gene. Part II. Further improvements in the modified phosphotriester method and the synthesis of seventeen deoxyribooligonucleotide fragments constituting human insulin chains B and mini-CDNA.

Authors:  W L Sung; H M Hsiung; R Brousseau; J Michniewicz; R Wu; S A Narang
Journal:  Nucleic Acids Res       Date:  1979-12-20       Impact factor: 16.971

7.  A new method for sequence analysis of oligodeoxyribonucleotides.

Authors:  D M Black; P T Gilham
Journal:  Nucleic Acids Res       Date:  1985-04-11       Impact factor: 16.971

8.  The use of barium salts of protected deoxyribonucleoside-3' p-chlorophenyl phosphates for construction of oligonucleotides by the phosphotriester method: high-yield synthesis of dinucleotide blocks.

Authors:  G R Gough; K J Collier; H L Weith; P T Gilham
Journal:  Nucleic Acids Res       Date:  1979-12-11       Impact factor: 16.971

9.  Chemical synthesis of tridecanucleoside dodecaphosphate sequence of SV40 DNA.

Authors:  J B Chattopadhyaya; C B Reese
Journal:  Nucleic Acids Res       Date:  1980-05-10       Impact factor: 16.971

10.  Sequence analysis of a cDNA coding for a pancreatic precursor to somatostatin.

Authors:  W L Taylor; K J Collier; R J Deschenes; H L Weith; J E Dixon
Journal:  Proc Natl Acad Sci U S A       Date:  1981-11       Impact factor: 11.205

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