SELECTIVE SITE DEUTERATION ON THE SUGAR RING AS AN EFFICIENT MARKER OF CONFORMATION IN NUCLEOSIDES - THE C-D STRETCHING MODE OF THE (2'-R)-[2'-H-2]-2'-DEOXYURIDINE AND ITS 1,3,3-TETRAISOPROPYLDISILOXAN-1,3-DIYL)-DERIVATIVE
L. Grajcar et al., SELECTIVE SITE DEUTERATION ON THE SUGAR RING AS AN EFFICIENT MARKER OF CONFORMATION IN NUCLEOSIDES - THE C-D STRETCHING MODE OF THE (2'-R)-[2'-H-2]-2'-DEOXYURIDINE AND ITS 1,3,3-TETRAISOPROPYLDISILOXAN-1,3-DIYL)-DERIVATIVE, Spectrochimica acta. Part A: Molecular spectroscopy, 50(6), 1994, pp. 1015-1022
A uridine specifically deuterated on the deoxyribose ring at the C2',
and the same compound in a more rigid form, due to a chemically fused
ring (between C3' and C5'), have been synthesized. By NMR, the couplin
g constants J1'-2' and J3'-4' have been determined and the populations
of the C2'-endo and C3'-endo conformers have been deduced for the two
compounds. Comparison of these results with an FTIR and Raman study o
f the stretching mode nuC-D on the C2' site allows a specific assignme
nt of each observed band to one of the two classes of conformers. This
enables us to consider the further step: the direct recognition, by I
R and Raman spectroscopies, of the local conformation at a specific si
te of a synthetic oligonucleotide, using the nuCD signals as marker ba
nds.