Literature DB >> 8255774

Synthesis of a carboxamide linked T*T dimer and its incorporation in oligonucleotides.

A Chur1, B Holst, O Dahl, P Valentin-Hansen, E B Pedersen.   

Abstract

The condensation of 5'-O-protected 3'-O-(2-aminoethyl)thymidine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid gives a T*T dimer with * representing a 3'-OCH2CH2NHC(O)-4' linkage connecting the two pentofuranosyl moieties. The incorporation of this dimer in oligonucleotide sequences show only moderately lowered Tm values when hybridized with a complementary DNA relative to the unmodified DNA duplex. Consistently, no looped-out or bubble-type structure could be detected in DNA duplexes with an internal T*T module. Moreover, the 5-atom carboxamide linker causes complete stop on DNA polymerization and on exonuclease III degradation.

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Year:  1993        PMID： 8255774      PMCID： PMC310634          DOI： 10.1093/nar/21.22.5179

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


  14 in total

1.  Biochemical method for mapping mutational alterations in DNA with S1 nuclease: the location of deletions and temperature-sensitive mutations in simian virus 40.

Authors:  T E Shenk; C Rhodes; P W Rigby; P Berg
Journal:  Proc Natl Acad Sci U S A       Date:  1975-03       Impact factor: 11.205

2.  The rapid generation of oligonucleotide-directed mutations at high frequency using phosphorothioate-modified DNA.

Authors:  J W Taylor; J Ott; F Eckstein
Journal:  Nucleic Acids Res       Date:  1985-12-20       Impact factor: 16.971

3.  Action of single-strand specific nucleases on model DNA heteroduplexes of defined size and sequence.

Authors:  J B Dodgson; R D Wells
Journal:  Biochemistry       Date:  1977-05-31       Impact factor: 3.162

4.  Synthetic-analogues of polynucleotides XII. Synthesis of thymidine derivatives containing an oxyacetamido- or an oxyformamido-linkage instead of a phosphodiester group.

Authors:  M J Gait; A S Jones; R T Walker
Journal:  J Chem Soc Perkin 1       Date:  1974

5.  Diphenylphosphoryl azide. A new convenient reagent for a modified Curtus reaction and for the peptide synthesis.

Authors:  T Shioiri; K Ninomiya; S Yamada
Journal:  J Am Chem Soc       Date:  1972-08-23       Impact factor: 15.419

6.  Duplex stabilities of phosphorothioate, methylphosphonate, and RNA analogs of two DNA 14-mers.

Authors:  L Kibler-Herzog; G Zon; B Uznanski; G Whittier; W D Wilson
Journal:  Nucleic Acids Res       Date:  1991-06-11       Impact factor: 16.971

7.  Pharmacokinetics, biodistribution, and stability of oligodeoxynucleotide phosphorothioates in mice.

Authors:  S Agrawal; J Temsamani; J Y Tang
Journal:  Proc Natl Acad Sci U S A       Date:  1991-09-01       Impact factor: 11.205

8.  The production of PCR products with 5' single-stranded tails using primers that incorporate novel phosphoramidite intermediates.

Authors:  C R Newton; D Holland; L E Heptinstall; I Hodgson; M D Edge; A F Markham; M J McLean
Journal:  Nucleic Acids Res       Date:  1993-03-11       Impact factor: 16.971

9.  Solid phase synthesis of oligodeoxyribonucleoside phosphorodithioates from thiophosphoramidites.

Authors:  K Bjergårde; O Dahl
Journal:  Nucleic Acids Res       Date:  1991-11-11       Impact factor: 16.971

10.  Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.

Authors:  P E Nielsen; M Egholm; R H Berg; O Buchardt
Journal:  Science       Date:  1991-12-06       Impact factor: 47.728
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