title: NMR studies on 4-thio-5-furan-modified and 4-thio-5-thiophene-modified nucleosides.
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.
authors.affiliation: College of Environment and Chemical Engineering, Dalian University, Dalian, 116622, China. zhangxiaohui@dlu.edu.cn.
authors.forename: Xiao-Hui
authors.initials: XH
authors.lastname: Zhang
authors.affiliation: Department of Life, Health and Chemical Sciences, Open University, Walton Hall, Milton Keynes, MK7 6AA, UK. y.z.xu@open.ac.uk.
authors.forename: Yao-Zhong
authors.initials: YZ
authors.lastname: Xu
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry; D002241:Carbohydrates / Q000737:chemistry; D018360:Crystallography, X-Ray; D005663:Furans / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009705:Nucleosides / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D002241:Carbohydrates; D005663:Furans; D009705:Nucleosides; D013876:Thiophenes
keywords: 13C; 1H; 4-thiothymidine; 5-furan-4-thiouridine; 5-ringed nucleoside; 5-thiophene-4-thiouridine; DNA; X-ray; modified nucleoside