Literature DB >> 3103103

A model study directed towards the preparation of nucleopeptides via H-phosphonate intermediates.

E Kuyl-Yeheskiely, C M Tromp, A H Schaeffer, G A van der Marel, J H van Boom.   

Abstract

The monofunctional phosphitylating reagents bis-(N,N-diethylamino)chlorophosphine and salicylchlorophosphine have been applied for the preparation of H-phosphonates of the amino acids serine, threonine and tyrosine. Experimental evidence showed that the latter reagent was less effective for the synthesis of a tyrosine H-phosphonate. The amino acids (peptide) H-phosphonates of serine or threonine proved to be suitable starting compounds for the formation of a phosphate diester bond with the 5'-OH of a d-nucleoside derivative using pivaloyl chloride as the activating reagent.

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Year:  1987        PMID： 3103103      PMCID： PMC340583          DOI： 10.1093/nar/15.4.1807

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


  6 in total

1.  Protein is linked to the 5' end of poliovirus RNA by a phosphodiester linkage to tyrosine.

Authors:  V Ambros; D Baltimore
Journal:  J Biol Chem       Date:  1978-08-10       Impact factor: 5.157

2.  Potential antiviral agents. Carbobenzoxy di- and tripeptides active against measles and herpes viruses.

Authors:  E Nicolaides; H DeWald; M Lipnik; R Westland; J Posler
Journal:  J Med Chem       Date:  1968-01       Impact factor: 7.446

3.  [Peptide chemistry today].

Authors:  R Geiger
Journal:  Naturwissenschaften       Date:  1984-05

4.  The bond in the bacteriophage phi X174 gene A protein--DNA complex is a tyrosyl-5'-phosphate ester.

Authors:  A D van Mansfeld; H A van Teeffelen; P D Baas; G H Veeneman; J H van Boom; H S Jansz
Journal:  FEBS Lett       Date:  1984-08-06       Impact factor: 4.124

5.  Synthesis of DNA via deoxynucleoside H-phosphonate intermediates.

Authors:  B C Froehler; P G Ng; M D Matteucci
Journal:  Nucleic Acids Res       Date:  1986-07-11       Impact factor: 16.971

6.  Protein p3 is linked to the DNA of phage phi 29 through a phosphoester bond between serine and 5'-dAMP.

Authors:  J M Hermoso; M Salas
Journal:  Proc Natl Acad Sci U S A       Date:  1980-11       Impact factor: 11.205
  6 in total
  5 in total

1.  Solid-phase synthesis of a nucleopeptide from the linking site of adenovirus-2 nucleoprotein, -Ser(p5'CATCAT)-Gly-Asp-. Convergent versus stepwise strategy.

Authors:  J Robles; E Pedroso; A Grandas
Journal:  Nucleic Acids Res       Date:  1995-10-25       Impact factor: 16.971

2.  Studies on the synthesis of nucleotidyl-peptides. II. The preparation of a nucleotidyl-peptide having a 5'-nucleotidyl-(P-O)-serine phosphodiester bond.

Authors:  Y Ueno; R Saito; T Hata
Journal:  Nucleic Acids Res       Date:  1993-09-25       Impact factor: 16.971

3.  Synthesis of the nucleopeptides H-Phe-Tyr(pGC)-NH2 and H-Phe-Ser(pGC)-Ala-OH via a phosphotriester approach.

Authors:  E Kuyl-Yeheskiely; C M Dreef-Tromp; A Geluk; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1989-04-25       Impact factor: 16.971

4.  Solid-phase synthesis of an RNA nucleopeptide fragment from the nucleoprotein of poliovirus.

Authors:  C M Dreef-Tromp; H van den Elst; J E van den Boogaart; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1992-05-25       Impact factor: 16.971

5.  Solid-phase synthesis of the nucleopeptide fragment H-Asp-Ser[pAAAGTAAGCC]-Glu-OH from the nucleoprotein of Bacillus subtilis phage phi 29.

Authors:  C M Dreef-Tromp; J C van der Maarel; H van den Elst; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1992-08-11       Impact factor: 16.971
  5 in total

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