Proton magnetic resonance studies of 2′-deoxynucleosides and nucleotides in the syn conformation
- 30 April 1978
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 56 (9), 1170-1176
- https://doi.org/10.1139/v78-196
Abstract
Proton magnetic resonance data for 6-methyl-2′-deoxyuridine and its 3′- and 5′-monophosphate derivatives are obtained in aqueous solution and compared with data for corresponding thymine derivatives. The data show that the derivatives of the 6-methyluracil base occupy the syn conformation. The presence of the syn base leads to a flattening of the sugar ring and destabilization of the g+ conformer about the C(4′)—C(5′) bond. This destabilization is particularly large at the 5′-nucleotide level and is discussed in terms of a repulsive interaction involving the 2-keto oxygen of the base and the negatively charged 5′-group.Keywords
This publication has 3 references indexed in Scilit:
- Oligonucleotide conformationsBiophysical Chemistry, 1977
- Phosphorus-31 Fourier transform nuclear magnetic resonance study of mononucleotides and dinucleotides. 2. Coupling constantsBiochemistry, 1976
- Aqueous solution conformation of rigid nucleosides and nucleotidesJournal of the American Chemical Society, 1976