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PMID: 7465417 Published · ppublish English Comparative Study Journal Article Research Support, U.S. Gov't, P.H.S.

Simplications in the synthesis of short oligonucleotide blocks.

Nucleic acids research ·Vol. 8 ·No. 22 ·1980-11-25 ·Pages 5461-71

Broka C, Hozumi T, Arentzen R, Itakura K

Abstract

A rapid and convenient procedure has been developed for the synthesis of fully protected mono, di and trideoxyribonucleotides utilizing an aryl phosphoroditriazolide. It affords advantages over coupling strategies employing condensing reagents, such as 2,4,6-triisopropylbenzenesulfonyl tetrazolide in preparing small oligonucleotides and is relatively free of the drawbacks inherent in other approaches using bifunctional phosphorylating reagents. In particular, the synthesis of trinucleotide blocks without purification at the dimer stage is described.

MeSH Terms
Indicators and Reagents Methods Oligonucleotides/chemical synthesis Organophosphorus Compounds Structure-Activity Relationship Triazoles
Chemicals
Indicators and Reagents Oligonucleotides Organophosphorus Compounds Triazoles
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Broka C
Hozumi T
Arentzen R
Itakura K
References (7)
7 references, click to expand
  1. Deoxy oligonucleotide synthesis via the triester method.
    J Org Chem. 1973 Jan 26;38(2):245-50 PMID: 4687708
  2. Improved triester approach for the synthesis of pentadecathymidylic acid.
    J Am Chem Soc. 1975 Dec 10;97(25):7327-32 PMID: 1194600
  3. 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
  4. 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
  5. Chemical synthesis of a self-complementary octanucleotide, dG-G-T-T-A-A-C-C by a modified triester method.
    Nucleic Acids Res. 1978 Aug;5(8):2809-23 PMID: 693321
  6. 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.
    Nucleic Acids Res. 1979 Apr;6(4):1371-85 PMID: 450699
  7. 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.
    Nucleic Acids Res. 1979 Dec 11;7(7):1955-64 PMID: 537916
Article Info
Journal
Nucleic acids research
Abbr.
Nucleic Acids Res
ISSN
0305-1048
Published
1980-11-25
Pages
5461-71
Language
English
Region
England
NLM ID
0411011
PMCID
PMC324314
Subset
IM
Grants
NCI NIH HHS · CA16434 · United States
NIGMS NIH HHS · GM24393 · United States
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