NMR studies on 4-thio-5-furan-modified and 4-thio-5-thiophene-modified nucleosides

Zhang, Xiao-Hui and Xu, Yao-Zhong (2016). NMR studies on 4-thio-5-furan-modified and 4-thio-5-thiophene-modified nucleosides. Magnetic Resonance in Chemistry, 54(11) pp. 887–892.

DOI: https://doi.org/10.1002/mrc.4501

Abstract

Systematic NMR characterization of 4-thio-5-furan-pyrimidine nucleosides or 4-thio-5-thiophene-pyrimidine nucleosides (ribonucleosides and 2′-deoxynucleosides) was performed. All proton and carbon signals of 4-thio-5-thiophene-ribouridine and related analogues were unambiguously assigned. The orientations of the base (4-thiouridine or its deoxy analogue) relative to the ring (furan or thiophene) are explored by a NMR approach and further supported by X-ray crystallographic studies. The procedures presented here would be applicable to other modified nucleosides and nucleotides.

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