Synthesis and solution conformation studies of the modified nucleoside N(4),2'-O-dimethylcytidine (m(4)Cm) and its analogues.
The dimethylated ribosomal nucleoside m(4)Cm and its monomethylated analogues Cm and m(4)C were synthesized. The conformations (syn vs anti) of the three modified nucleosides and cytidine were determined by CD and 1D NOE difference spectroscopy. The ribose sugar puckers were determined by the use of proton coupling constants. The position of modification (e.g., O vs N methylation) was found to have an effect on the sugar pucker of cytidine.
Mahto
Santosh K
SK
Department of Chemistry, Wayne State University, Detroit, MI 48202, USA.
Chow
Christine S
CS
D002942:Circular Dichroism; D003562:Cytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D008968:Molecular Conformation; D009705:Nucleosides / Q000138:chemical synthesis*; D011522:Protons; D012266:Ribose / Q000737:chemistry; D012996:Solutions / Q000737:chemistry
D009705:Nucleosides; D011522:Protons; D012996:Solutions; C052204:N(4), O(2')-dimethylcytidine; D003562:Cytidine; D012266:Ribose