1H NMR studies on the conformational characteristics of 2-thiopyrimidine nucleotides found in transfer RNAs
Open Access
- 1 January 1979
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 6 (7) , 2611-2626
- https://doi.org/10.1093/nar/6.7.2611
Abstract
The molecular conformations of naturally occurring 2-thio-pyrimidine nucleosides (5-methylaminomethyl-2-thiouridine, 5-methoxycarbonylmethyl-2-thiouridine and 2-thiocytidine) and 5′-mononucleotides (5-methylaminomethyl-2-thiouridine 5′ -monophos-phate and 2-thiocytidine 5′-monophosphate) in 2H2O solution were elucidated by analyses of the proton NMR spin-coupling constant, nuclear Overhauser effect, and lanthanide-induced shifts and relaxation enhancements. As monomers, these nucleotides are almost exclusively in the 3E-gg-anti form, even in the absence of ordinary stabilizing factors of this form; i. e., base-stacking and base-pairing interactions with other nucleotide units. This inherent confortnational rigidity of the 2-thiopyrimidine units probably contributes to stability of the conformation of tRNA.Keywords
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