Literature DB >> 693321

Chemical synthesis of a self-complementary octanucleotide, dG-G-T-T-A-A-C-C by a modified triester method.

K L Agarwal, F Riftina.   

Abstract

The synthesis of a self-complementary octanucleotide, d(G-G-T-T-A-A-C-C-), using a modified triester approach is described. The protected dinucleotides, d(Me2O)TribG(C1C6H4) ibG, d(Me2O)TrT(ClC6H4)T, d(Me2O)TrbzA(ClC6H4)bzA, and d(Me2O)TranC(ClC6H4)anC were synthesized by a one step triester procedure. After removal of the trityl group, the dinucleotides, dT(ClC6H4)T and danC (ClC6H4)anC were coupled to d(Me2O)TribG(ClC6H4)ibG and d(Me2O)TrbzA(ClC6H4)bzA, respectively to yield the respective tetranucleotides. The tetranucleotide, d(Me2O)TrbzA(ClC6H4)bzA(ClC6H4) and (ClC6H4)anC was detritylated and then coupled with d(Me2O)TribG(ClC6H4)ibG(ClC6H4)T(Cl6H4)T to give octanucleotide. The fully protected octanucleotide was deblocked by treatment with aqueous NH3 followed by acid and was characterized by nucleotide sequence analysis.

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Year:  1978        PMID: 693321      PMCID: PMC342209          DOI: 10.1093/nar/5.8.2809

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


  17 in total

1.  OLIGONUCLEOTIDE SYNTHESIS ON A POLYMER SUPPORT.

Authors:  R L LETSINGER; V MAHADEVAN
Journal:  J Am Chem Soc       Date:  1965-08-05       Impact factor: 15.419

2.  Enzymatic synthesis of oligonucleotides of defined sequence: synthesis of a segment of yeast iso-1-cytochrome c gene.

Authors:  S Gillam; F Rottman; P Jahnke; M Smith
Journal:  Proc Natl Acad Sci U S A       Date:  1977-01       Impact factor: 11.205

3.  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

4.  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

5.  The phosphotriester approach to oligonucleotide synthesis: Preparation of oligo- and poly-thymidylic acids.

Authors:  R Arentzen; C B Reese
Journal:  J Chem Soc Perkin 1       Date:  1977

6.  Duplex formation of a nonionic oligo(deoxythymidylate) analogue (heptadeoxythymidylyl-(3'-5')-deoxythymidine heptaethyl ester (d-(Tp(Et))7T)) with poly(deoxyadenylate). Evaluation of the electrostatic interaction.

Authors:  R C Pless; P O Ts'o
Journal:  Biochemistry       Date:  1977-03-22       Impact factor: 3.162

7.  High-pressure liquid chromatography in polynucleotide synthesis.

Authors:  H J Fritz; R Belagaje; E L Brown; R H Fritz; R A Jones; R G Lees; H G Khorana
Journal:  Biochemistry       Date:  1978-04-04       Impact factor: 3.162

8.  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

9.  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

10.  [Synthesis of oligodesoxynucleotides with phosphoric acid triester].

Authors:  F Eckstein; I Rizk
Journal:  Chem Ber       Date:  1969
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  10 in total

1.  A convenient approach to the synthesis of trinucleotide phosphoramidites--synthons for the generation of oligonucleotide/peptide libraries.

Authors:  A L Kayushin; M D Korosteleva; A I Miroshnikov; W Kosch; D Zubov; N Piel
Journal:  Nucleic Acids Res       Date:  1996-10-01       Impact factor: 16.971

2.  Isolation and partial nucleotide sequence of a cDNA clone for human histocompatibility antigen HLA-B by use of an oligodeoxynucleotide primer.

Authors:  A K Sood; D Pereira; S M Weissman
Journal:  Proc Natl Acad Sci U S A       Date:  1981-01       Impact factor: 11.205

Review 3.  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

4.  Purification and properties of the Hpa I methylase.

Authors:  O J Yoo; P Dwyer-Hallquist; K L Agarwal
Journal:  Nucleic Acids Res       Date:  1982-10-25       Impact factor: 16.971

5.  Synthesis and enzymatic properties of deoxyribooligonucleotides containing methyl and phenylphosphonate linkages.

Authors:  K L Agarwal; F Riftina
Journal:  Nucleic Acids Res       Date:  1979-07-11       Impact factor: 16.971

6.  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

7.  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

8.  Synthesis and physical characterization of the self-complementary, alternating pyrimidine/purine hexanucleotide d[CGTACG].

Authors:  S Kuzmich; L A Marky; R A Jones
Journal:  Nucleic Acids Res       Date:  1982-10-25       Impact factor: 16.971

9.  Simplications in the synthesis of short oligonucleotide blocks.

Authors:  C Broka; T Hozumi; R Arentzen; K Itakura
Journal:  Nucleic Acids Res       Date:  1980-11-25       Impact factor: 16.971

10.  Illegitimate recombination induced by benzo[a]pyrene diol epoxide in Escherichia coli.

Authors:  J M Kokontis; J Vaughan; R G Harvey; S B Weiss
Journal:  Proc Natl Acad Sci U S A       Date:  1988-02       Impact factor: 11.205

  10 in total

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