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Proceedings Paper

Tautomeric transition in uracil and thymine nucleosides induced by deprotonated carboxylic group: 1H NMR data
Author(s): Svitlana P. Samijlenko; Andriy V. Stepanyugin; Andriy L. Potyahaylo; Dmytro M. Hovorun
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Paper Abstract

In 1H NMR spectra of four nucleosides of uracil and thymine - U, dU, T and rT - in anhydrous DMSO in the presence of carboxylate-ion there was observed disappearance of signals of the N3H aglycon protons and all the hydroxyl protons of glycosylic fragments. This changes were interpreted as a result of the N3H - 02H proton transfer in the base residues under the complex formation between nucleosides and ligand molecules: one carboxylate-ion forms two H-bonds with groups 02H and 05'H, another - two H-bonds with hydroxyl groups 02'H and 03'H in the case of a riboside or one Hbond with group 03'H of a deoxyriboside. Orders ofthe complexes' stability were established, which from, particularly, the conclusion was drawn that the canonical nucleosides U and T form more stable complexes with carboxylate-ion, than metabolites dU and rT. Biological significance ofthe results obtained is pointed out.

Paper Details

Date Published: 20 July 2004
PDF: 4 pages
Proc. SPIE 5507, XVI International Conference on Spectroscopy of Molecules and Crystals, (20 July 2004); doi: 10.1117/12.570015
Show Author Affiliations
Svitlana P. Samijlenko, Institute of Molecular Biology and Genetics (Ukraine)
Andriy V. Stepanyugin, Institute of Molecular Biology and Genetics (Ukraine)
Andriy L. Potyahaylo, Institute of Molecular Biology and Genetics (Ukraine)
Dmytro M. Hovorun, Institute of Molecular Biology and Genetics (Ukraine)


Published in SPIE Proceedings Vol. 5507:
XVI International Conference on Spectroscopy of Molecules and Crystals
Galyna O. Puchkovska; Tatiana A. Gavrilko; Olexandr I. Lizengevich, Editor(s)

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