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Unambiguous structural elucidation of base‐modified purine nucleosides using NMR
Author(s) -
Narukulla Raman,
Shuker David E. G.,
Ramesh Vasudevan,
Xu YaoZhong
Publication year - 2008
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2111
Subject(s) - chemistry , nucleobase , purine , glycosidic bond , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , nucleotide , nuclear magnetic resonance spectroscopy , nucleoside , dna , organic chemistry , biochemistry , enzyme , gene
Abstract A general and unambiguous approach has been developed for structural elucidation of modified purine nucleosides using NMR spectroscopy. Systematic assignment of proton and carbon signals of modified nucleosides was firmly established by COSY and the anomerism of the glycosidic linkage of synthetic nucleosides clearly elucidated by NOESY experiments. Characteristic properties of 15 N‐isotopic labelling at specific positions of nucleosides were also employed for structural studies. The reported approach is applicable to other modified nucleosides and nucleotides, as well as nucleobases. Copyright © 2007 John Wiley & Sons, Ltd.