Article ID Journal Published Year Pages File Type
1347113 Tetrahedron: Asymmetry 2014 5 Pages PDF
Abstract

The configuration at C6 of the epimeric bisulfite adducts of deoxyuridine was determined by means of NMR in conjunction with DFT calculations. The preferred conformations of the products were examined and it was found that the (6R)- and (6S)-epimers adopted predominantly different conformations—syn and anti, respectively, for the orientation of the base with respect to the ribose ring. Similar results were obtained for deoxycytidine. It was concluded that the chemical shifts of the anomeric H1′ protons alone are sufficient for the configurational and conformational determination of other pyrimidine nucleotide congeners.

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Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
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