Interactions of methyl and glycosyl derivatives of pyrimidine nucleotide bases with amino acid carboxylic group

Authors

  • N. V. Zheltovsky Institute of Molecular Biology and Genetics, NAS of Ukraine 150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680 Author
  • S. A. Samoilenko Institute of Molecular Biology and Genetics, NAS of Ukraine 150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680 Author
  • I. N. Kolomiets Institute of Molecular Biology and Genetics, NAS of Ukraine 150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680 Author
  • I. V. Kondratyuk Institute of Molecular Biology and Genetics, NAS of Ukraine 150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680 Author
  • A. V. Stepanyugin Institute of Molecular Biology and Genetics, NAS of Ukraine 150, Akademika Zabolotnoho Str., Kyiv, Ukraine, 03680 Author

DOI:

https://doi.org/10.7124/bc.0003C2

Abstract

By UV, IR spectroscopies and PMR interactions of a number of methyl and glycosyl derivatives of pyrimidine bases with amino acid carboxylic group in DMSO were studied as a model of probable point contacts in real nucleoproteid complexes. It was found that like the unsubstituted base 1-methylcytosine, 5-methylcytosine, 1,5-dimethylcytosine, cytidine, deoxycytidine, 5-methyldeoxycytidine form complexes with a neutral carboxylic group, and 3-methylcytosine and isocytosine interact with deprotonated carboxylic group (carboxylate ion). Like free thymine and uracil, their derivatives 1-methylthymine, 1-methyluracil, 3-methyluracil, thymidine, uridine, 5-methyluridine, deoxyuridine interact only with carboxylate ion. Analysis of the results obtained and the data of previous works points out the ability of amino acid carboxylic group to differentiate between cytosine and thymine (uracil), and between their nucleosides and derivatives as well.

References

Zheltovsky NV, Samoilenko SA, Kolomiets IN, Kondratyuk IV, Gubaidullin MI. Some structural aspects of protein-nucleic acid recognition point mechanisms involving amino acid carboxylic groups. J Mol Struct. 1989;214:15–26.

Zheltovskiy NV, Samoylenko SA, Kolomiets IN, Kondratiuk IV. Interaction of nucleobases with the amino acids carboxyl grouP in DMSO: a model of Point Protein-nucleic contacts. Doklady Akad Nauk Ukr SSR. Ser B. 1988; (8):68-71.

Kolomiets IN, Kondratyuk IV, Stepanyugin AV, Samoilenko SA, Zheltovsky NV. Influence of methylation of nucleic acid purine bases on their interactions with amino acids through the carboxylic group. J Mol Struct 1991;250(1):1–11.

Zheltovsky NV, Samiylenko SP, Kolomiets IN, Kondratyuk IV, Stepanyugin AV. The investigation of interactions of hypoxanthine, xanthine and their methyl and glycosyl derivatives with amino acid carboxylic group by spectroscopic methods. Biopolym Cell. 1993; 9(3):17-22.

Zheltovsky NV, Samoilenko SA, Gubaidullin MI, Kondratyuk IV. Vibrational spectrum and structure of the cytosine complex with N-formyl glycine in the solid phase. Doklady Akad Nauk Ukr SSR. Ser B. 1988; (5):75-8.

Gul'tiaev AP, Samoĭlenko SA, Zheltovskiĭ NV. Spectroscopic study of interactions between nucleic acid bases and amino acid esters in dimethylsulfoxide. Mol Biol (Mosk). 1981;15(6):1295-302.

Kondratyuk IV, Kolomiets IN, Samoilenko SA, Zheltovsky NV. A study of complexes between cytosine bases and amino acid carboxylic group by NMR spectroscopy. Biopolym Cell. 1989; 5(6):21-5

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Published

1994-11-20

Issue

Vol. 10 No. 6 (1994)

Section

Biopolymers and Cell