FTIR study on nucleotide analogues. 1. Spectral characterization of dinucleoside methylphosphonates and dinucleoside...

Some conformational feature of dithymidine nucleotides containing natural 3'-->5' phosphodiester, methylphosphonate, or 5'-methylenephosphonate internucleotidic linkages were probed in solution and in solid phase using FTIR spectroscopy. A high similarity of the IR spectra in the region of 1800-1250 cm-1 indicates that all the investigated compounds have similar glycosidic torsion angels and the preferred conformation of the deoxyribose rings. However, small but significant differences between the Rp and Sp diastereomers of methylphosphonate analogue 5 may suggest that the association or the hydration mode of these compounds may vary.