On the Structure and Reactivity of Y-Nucleoside [Wyosine]

Abstract Wyosine-Triacetate 4 has found to undergo electrophilic reactions exclusively at the C-7 position. 15N-NMR of 4, shows that the primary site of protonation is N-5 suggesting that the “right” imidazole ring is more aromatic that the “left” imidazole moiety.

[1]  C. Welch,et al.  An Assessment of Electronic Properties of Pyrimidine and Purine Nucleosides by 15N-NMR Spectroscopy , 1988 .

[2]  H. Bazin,et al.  Structure and reactivity of wyosine (y-nucleoside) and its derivatives. Chemical, kinetic and spectroscopic studies , 1988 .

[3]  A. W. Czarnik,et al.  Effects of cyclonucleoside formation on the rates of glycosidic hydrolyses in purine ribonucleosides , 1987 .

[4]  X.-X. Zhou,et al.  An efficient synthesis of y-nucleoside (wyosine) by regiospecific methylation of n4-desmethylwyosine using organozinc reagent , 1987 .

[5]  H. Lönnberg,et al.  The effect of protecting groups of the nucleobase and the sugar moieties on the acidic hydrolysis of the glycosidic bond of 2deoxyadenosine: a kinet , 1987 .

[6]  C. Welch,et al.  An assessment of the reactivity of guanosine and some of its derivatives to electrophiles by 15N-NMR spectroscopy , 1986 .

[7]  H. Sierzputowska-Gracz,et al.  Proton-coupled 15N NMR spectra of neutral and protonated ethenoadenosine and ethenocytidine. , 1984, Nucleic acids research.

[8]  W. Folkman,et al.  Methylation of desmethyl analogue of Y nucleosides. Wyosine from guanosine. , 1983, Nucleic acids research.

[9]  A. Rich,et al.  Introduction to transfer RNA , 1977 .

[10]  S. Hecht.  Participation of isomeric tRNA'S in the partial reactions of protein biosynthesis , 1977 .

[11]  K. Nakanishi,et al.  Structure of the fluorescent Y base from yeast phenylalanine transfer ribonucleic acid. , 1970, Journal of the American Chemical Society.

[12]  U. RajBhandary,et al.  Studies on polynucleotides. LXXIX. Yeast phenylalanine transfer ribonucleic acid: products obtained by degradation with pancreatic ribonuclease. , 1968, The Journal of biological chemistry.

[13]  H. Khorana,et al.  Studies on polynucleotides, lxviii the primary structure of yeast phenylalanine transfer RNA. , 1967, Proceedings of the National Academy of Sciences of the United States of America.

[14]  J. Happe,et al.  Nitrogen-15 Nuclear Magnetic Resonance Evidence That Mg2+ Does Not Complex with Nitrogen Atoms of Adenosine Triphosphate , 1966 .