NMR studies on 4‐thio‐5‐furan‐modified and 4‐thio‐5‐thiophene‐modified nucleosides |
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Authors: | Xiao‐Hui Zhang Yao‐Zhong Xu |
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Affiliation: | 1. College of Environment and Chemical Engineering, Dalian University, Dalian, China;2. Department of Life, Health and Chemical Sciences, Open University, Milton Keynes, UK |
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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. Copyright © 2016 John Wiley & Sons, Ltd. |
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Keywords: | 13C 1H 4‐thiothymidine 5‐ringed nucleoside 5‐thiophene‐4‐thiouridine 5‐furan‐4‐thiouridine modified nucleoside DNA X‐ray |
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