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PMID: 221888 Published · ppublish English Journal Article Research Support, U.S. Gov't, P.H.S.

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.

Nucleic acids research ·Vol. 6 ·No. 4 ·1979-04-00 ·Pages 1557-70

Gough GR, Singleton CK, Weith HL, Gilham PT

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.

MeSH Terms
Avian Sarcoma Viruses/analysis Base Sequence Indicators and Reagents Methods Molecular Weight Oligonucleotides/chemical synthesis Oligoribonucleotides/chemical synthesis RNA, Viral
Chemicals
Indicators and Reagents Oligonucleotides Oligoribonucleotides RNA, Viral
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Gough G R
Singleton C K
Weith H L
Gilham P T
References (15)
15 references, click to expand
  1. 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.
    Nucleic Acids Res. 1976 Dec;3(12):3397-408 PMID: 1005124
  2. The use of terminal blocking groups for the specific joining of oligonucleotides in RNA ligase reactions containing equimolar concentrations of acceptor and donor molecules.
    Nucleic Acids Res. 1976 Nov;3(11):3157-66 PMID: 1005114
  3. Equimolar addition of oligoribonucleotides with T4 RNA ligase.
    Nucleic Acids Res. 1977 Jan;4(1):85-98 PMID: 17097
  4. Rous sarcoma virus genome is terminally redundant: the 3' sequence.
    Proc Natl Acad Sci U S A. 1977 Mar;74(3):994-8 PMID: 66684
  5. Rous sarcoma virus genome is terminally redundant: the 5' sequence.
    Proc Natl Acad Sci U S A. 1977 Mar;74(3):989-93 PMID: 66683
  6. Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides.
    Nucleic Acids Res. 1977 Feb;4(2):353-71 PMID: 190591
  7. Expression in Escherichia coli of a chemically synthesized gene for the hormone somatostatin.
    Science. 1977 Dec 9;198(4321):1056-63 PMID: 412251
  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.
    Nucleic Acids Res. 1977 Apr;4(4):1047-63 PMID: 325524
  9. A new method for sequencing DNA.
    Proc Natl Acad Sci U S A. 1977 Feb;74(2):560-4 PMID: 265521
  10. A rapid and convenient synthesis of poly-thymidylic acid by the modified triester approach.
    Nucleic Acids Res. 1977 Aug;4(8):2757-65 PMID: 909791
  11. Improved synthesis of N4-anisoyldeoxycytidine using Bio-Rex 5 columns.
    J Chromatogr. 1977 Jun 1;136(1):159-61 PMID: 885956
  12. Separation of oligonucleotides, nucleotides, and nucleosides on columns of polystyrene anion-exchangers with solvent systems containing ethanol.
    Anal Biochem. 1976 Jan;70(1):64-74 PMID: 1259157
  13. CV. Total synthesis of the structural gene for an alanine transfer ribonucleic acid from yeast. Chemical synthesis of an icosadeoxyribonucleotide corresponding to the nucleotide sequence 31 to 50.
    J Mol Biol. 1972 Dec 28;72(2):251-88 PMID: 4571077
  14. Deoxy oligonucleotide synthesis via the triester method.
    J Org Chem. 1973 Jan 26;38(2):245-50 PMID: 4687708
  15. The use of primed synthesis by DNA polymerase I to study an intercistronic sequence of phiX-174 DNA.
    Eur J Biochem. 1975 Oct 15;58(2):383-95 PMID: 1102305
Article Info
Journal
Nucleic acids research
Abbr.
Nucleic Acids Res
ISSN
0305-1048
Published
1979-04-00
Pages
1557-70
Language
English
Region
England
NLM ID
0411011
PMCID
PMC327790
Subset
IM
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