Literature DB >> 7008029

Synthesis of the human insulin gene. Part III. Chemical synthesis of 5'-phosphomonoester group containing deoxyribooligonucleotides by the modified phosphotriester method. Its application in the synthesis of seventeen fragments constituting human insulin C-chain DNA.

H M Hsiung, W L Sung, R Brousseau, R Wu, S A Narang.   

Abstract

A method for phosphorylating a protected deoxyribooligonucleotide containing phosphotriester linkages is described. The modified phosphotriester method of chemical synthesis is further refined in terms of (i) better final deblocking conditions and (ii) new chromatography solvent systems containing acetone-water-ethyl acetate to yield pure oligomers. The effectiveness of these improvements has been demonstrated in the rapid and efficient synthesis of seventeen fragments constituting the sequence of human insulin C-chain DNA.

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Year:  1980        PMID: 7008029      PMCID: PMC324339          DOI: 10.1093/nar/8.23.5753

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


  10 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.  Improved triester approach for the synthesis of pentadecathymidylic acid.

Authors:  K Itakura; N Katagiri; C P Bahl; R H Wightman; S A Narang
Journal:  J Am Chem Soc       Date:  1975-12-10       Impact factor: 15.419

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.  Synthesis of human insulin gene. Part I. Development of reversed-phase chromatography in the modified triester method. Its application in the rapid and efficient synthesis of eight deoxyribooligonucleotides fragments constituting human insulin A DNA.

Authors:  H M Hsiung; R Brousseau; J Michniewicz; S A Narang
Journal:  Nucleic Acids Res       Date:  1979-04       Impact factor: 16.971

5.  Deoxy oligonucleotide synthesis via the triester method.

Authors:  J C Catlin; F Cramer
Journal:  J Org Chem       Date:  1973-01-26       Impact factor: 4.354

6.  Phosphorylation of nucleic acid by an enzyme from T4 bacteriophage-infected Escherichia coli.

Authors:  C C Richardson
Journal:  Proc Natl Acad Sci U S A       Date:  1965-07       Impact factor: 11.205

7.  Total synthesis of the structural gene for the precursor of a tyrosine suppressor transfer RNA from Escherichia coli. 1. General introduction.

Authors:  H G Khorana; K L Agarwal; P Besmer; H Büchi; M H Caruthers; P J Cashion; M Fridkin; E Jay; K Kleppe; R Kleppe; A Kumar; P C Loewen; R C Miller; K Minamoto; A Panet; U L RajBhandary; B Ramamoorthy; T Sekiya; T Takeya; J H van de Sande
Journal:  J Biol Chem       Date:  1976-02-10       Impact factor: 5.157

8.  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

9.  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.

Authors:  G R Gough; C K Singleton; H L Weith; P T Gilham
Journal:  Nucleic Acids Res       Date:  1979-04       Impact factor: 16.971

10.  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 in total
  5 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.  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

3.  Synthesis of a gene for human growth hormone and its expression in Escherichia coli.

Authors:  M Ikehara; E Ohtsuka; T Tokunaga; Y Taniyama; S Iwai; K Kitano; S Miyamoto; T Ohgi; Y Sakuragawa; K Fujiyama
Journal:  Proc Natl Acad Sci U S A       Date:  1984-10       Impact factor: 11.205

4.  The design of synthetic genes.

Authors:  S R Presnell; S A Benner
Journal:  Nucleic Acids Res       Date:  1988-03-11       Impact factor: 16.971

5.  Rapid synthesis of oligodeoxyribonucleotides VI. Efficient, mechanised synthesis of heptadecadeoxyribonucleotides by an improved solid phase phosphotriester route.

Authors:  M L Duckworth; M J Gait; P Goelet; G F Hong; M Singh; R C Titmas
Journal:  Nucleic Acids Res       Date:  1981-04-10       Impact factor: 16.971

  5 in total

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