Conformationally restricted 2-substituted wyosine derivatives. 1H, 13C, and 15N NMR study.
It was found by 1H, 13C and 15N NMR study that substitution of 4,9-dihydro-4,6-dimethyl-9-oxo-3-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl) imidazo [1,2-a]purine (wyosine triacetate, 1) at C2 position with electronegative groups CH30 and C6H5CH2O results in a noticeable electron distribution disturbance in the "left-hand" imidazole ring and a significant increase in the North conformer population of the sugar moiety.
Baranowski
Daniel
D
Institute of Bioorganic Chemistry, Polish Academy of Sciences, Poznan, Poland.
Golankiewicz
Bozenna
B
Plavec
Janez
J
D002247:Carbon Isotopes; D006151:Guanosine / Q000031:analogs & derivatives* / Q000737:chemistry*; D006859:Hydrogen; D007093:Imidazoles / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008968:Molecular Conformation; D009584:Nitrogen
D002247:Carbon Isotopes; D007093:Imidazoles; D007202:Indicators and Reagents; D006151:Guanosine; C012100:wyosine; D006859:Hydrogen; D009584:Nitrogen