Solution conformations of two naturally occurring RNA nucleosides: 3-methyluridine and 3-methylpseudouridine

  • Bioorg Med Chem. 2005 Dec 15;13(24):6777-81. doi: 10.1016/j.bmc.2005.07.061.
Jean-Paul Desaulniers  1 ,  Helen M-P Chui ,  Christine S Chow
Affiliations
  • 1. Department of Chemistry, Wayne State University, Detroit, MI 48202, USA.
PMID: 16125393 DOI: 10.1016/j.bmc.2005.07.061
Abstract

The conformations of 3-methyluridine and 3-methylpseudouridine are determined using a combination of sugar proton coupling constants from 1D NMR spectra and 1D NOE difference spectroscopy. Both C2'-endo and C3'-endo conformations are observed for 3-methyluridine (59:41, 37 degrees C, D2O) and 3-methylpseudouridine (51:49, 37 degrees C, D2O). 3-Methyluridine preferentially adopts an anti conformation in solution, whereas 3-methylpseudouridine is primarily in a syn conformation. anti/syn-Relationships are deduced by 1D NOE difference spectroscopy.

Products