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Oligonucleotides and nucleotidopeptides. XLII. Efficacy of the intramolecular influence of the carboxy groups of amino acids in nucleotidyl-(P → N)-amino acids (peptides) as a function of their positions

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Abstract

It has been established that remote carboxy groups in nucleotidyl-(5′ → N)-β-alanine and -alanylalanine do not affect the mechanism of the cleavage of the phosphoramide center. The situation is different in the case of nucleotidyl-(5′ → Nɛ)-lysine. It has been shown that in the 3′-phenylalanine derivative of dTMP, the influence of the α-carboxy group of the amino acid is only half as great as in the 5′-analog. The α-carboxy groups of the amino acids in oligonucleotidyl-(Pin → N)-amino acids also weaken the mechanism of the cleavage of the phosphoramide centers.

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Literature cited

  1. B. A. Yuodka, Bioorg. Khim.,6, No. 10, 1445 (1981).

    Google Scholar 

  2. B. A. Yuodka, ″Covalent interactions of proteins and nucleic acids. Synthetic and natural nucleotidopeptides,″ Author's abstract of Doctoral dissertation, Vilnius (1981).

  3. V. A. Yuodka, S. I. Sasnauskene, S. A. Kazlauskaite, V. A. Kirvyalene, and Z. A. Shabarova, Bioorg. Khim.,7, No. 2, 240 (1981).

    Google Scholar 

  4. J. G. Moffatt and H. G. Khorana, J. Am. Chem. Soc.,83, No. 3, 649 (1961).

    Article  CAS  Google Scholar 

  5. N. I. Sokolova, G. I. Gurova, L. G. Gatinskaya, Z. A. Shabarova, and M. A. Prokof'ev, Mol. Biol.,3, No. 6, 837 (1969).

    CAS  Google Scholar 

  6. V. V. Shumyantzeva, N. I. Sokolova, and Z. A. Shabarova, Nucleic Acids Res.,3, No. 4, 903 (1976).

    Article  CAS  Google Scholar 

  7. J. P. Greenstein and M. A. Winitz, Chemistry of the Amino Acids, Wiley, New York (1961).

    Google Scholar 

  8. G. M. Tener, J. Am. Chem. Soc.,83, No. 1, 159 (1961).

    Article  CAS  Google Scholar 

  9. M. Smith, D. H. Rammler, I. H. Goldberg, and H. G. Khorana, J. Am. Chem. Soc.,84, No. 3, 430 (1962).

    Article  CAS  Google Scholar 

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V. Kapsukas Vilnius State University. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 740–746, November–December, 1982.

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Yuodka, B.A., Lioranchaite, L.E. & Baltenas, V.R. Oligonucleotides and nucleotidopeptides. XLII. Efficacy of the intramolecular influence of the carboxy groups of amino acids in nucleotidyl-(P → N)-amino acids (peptides) as a function of their positions. Chem Nat Compd 18, 703–708 (1982). https://doi.org/10.1007/BF00579428

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  • DOI: https://doi.org/10.1007/BF00579428

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