A dynamic correlation between ribose conformation and glycosyl torsion angle of dissolved xanthosine studies by continuous-wave-mode and pulsed nuclear-magnetic-resonance methods.

The solution conformation of xanthosine in liquid N2H3 has been determined by nuclear magnetic resonance. The correlation times for rotational diffusion were derived from 13C relaxation measurements. A Karplus analysis of the high-resolution spectra of the ribose moiety yields the conformation of the sugar from the H–H coupling constants. The mole fraction of the sugar in the N conformation is 0.4 at room temperature and increases slightly as the temperature decreases. From nuclear Overhauser enhancement studies, and T1 measurements of the various protons it is deduced that the N ribose is correlated with an anti conformation of the base (Y∼ 210°) while the S form of the sugar is coupled to a glycosyl torsion angle in the syn range (Y ∼ 50°–90°).

[1]  C. Chachaty,et al.  Nucleoside conformations: XIV. Conformation of adenosine monophosphates in aqueous solution by proton magnetic resonance spectroscopy , 1974 .

[2]  E. Goldammer,et al.  The Association between Purine Nucleosides and Benzene in Aqueous Solution, Studied by Proton Magnetic Resonance and Nuclear Overhauser Enhancements , 1973 .

[3]  B. Pullman,et al.  Complementary studies on the rigidity‐flexibility of nucleotides , 1973 .

[4]  R. K. Robins,et al.  Determination of pyrimidine nucleoside syn, anti conformational preference in solution by proton and carbon-13 nuclear magnetic resonance. , 1973, Journal of the American Chemical Society.

[5]  M. Sundaralingam,et al.  Conformational analysis of the sugar ring in nucleosides and nucleotides. Improved method for the interpretation of proton magnetic resonance coupling constants. , 1973, Journal of the American Chemical Society.

[6]  A. Tracey,et al.  Conformational studies on the 2′-deoxy nucleosides , 1973 .

[7]  D. J. Wood,et al.  1H NMR study of the conformation of the ribose phosphate moiety of 6‐azauridine‐5′‐monophosphate — a nucleotide with an unusual conformation , 1973, FEBS letters.

[8]  R. Deslauriers,et al.  A Comparison of the Conformations of Uridine, β-Pseudouridine, and Dihydrouridine in Dimethyl Sulfoxide and Water. A 1H Nuclear Magnetic Resonance Study , 1973 .

[9]  M. Sundaralingam,et al.  Correlation between the backbone and side chain conformations in 5′‐nucleotides. The concept of a ‘rigid’ nucleotide conformation , 1973 .

[10]  M. Sundaralingam,et al.  Conformational analysis of the sugar ring in nucleosides and nucleotides. A new description using the concept of pseudorotation. , 1972, Journal of the American Chemical Society.

[11]  M. Guéron,et al.  Flexibility and conformations of guanosine monophosphates by the Overhauser effect. , 1972, Journal of the American Chemical Society.

[12]  W. Guschlbauer,et al.  Nucleoside conformations. 8. Conformation of guanosine 2'-phosphate in aqueous solution by proton magnetic resonance spectroscopy. , 1972, Biochimica et biophysica acta.

[13]  J. H. Noggle,et al.  Quantitative application of the nuclear Overhauser effect to the determination of molecular structure , 1972 .

[14]  J. Davis,et al.  Conformational analysis of nucleosides in solution by quantitative application of the nuclear Overhauser effect. , 1972, Journal of the American Chemical Society.

[15]  P. Schimmel,et al.  Nanosecond relaxation processes in aqueous mononucleoside solutions. , 1971, Biochemistry.

[16]  F. Hruska,et al.  Determination of the molecular conformation of uridine in aqueous solution by proton magnetic resonance spectroscopy. Comparison with β-pseudouridine , 1970 .

[17]  F. Hruska,et al.  A nuclear magnetic resonance study of the molecular conformation of beta-pseudouridine in aqueous solution. , 1970, Journal of the American Chemical Society.

[18]  J. P. Davis,et al.  Determination of molecular geometry by quantitative application of the nuclear Overhauser effect , 1970 .

[19]  M. Sundaralingam,et al.  Stereochemistry of nucleic acids and their constituents. IV. Allowed and preferred conformations of nucleosides, nucleoside mono‐, di‐, tri‐, tetraphosphates, nucleic acids and polynucleotides , 1969 .

[20]  M. P. Schweizer,et al.  Studies of the conformation and interaction in dinucleoside mono- and diphosphates by proton magnetic resonance. , 1969, Biochemistry.

[21]  A. Rich,et al.  Nucleoside conformations: an analysis of steric barriers to rotation about the glycosidic bond. , 1967, Journal of molecular biology.

[22]  R. E. Marsh,et al.  The crystal and molecular structure of purine. , 1965, Acta crystallographica.

[23]  Martin Karplus,et al.  Vicinal Proton Coupling in Nuclear Magnetic Resonance , 1963 .

[24]  K. Trueblood,et al.  Base pairing in DNA. , 1960, Journal of molecular biology.

[25]  J. Davis,et al.  A nuclear overhauser effect study of purine nucleoside glycosyl conformation in solution , 1972 .

[26]  J. H. Noggle.  CHAPTER 3 – THE NUCLEAR OVERHAUSER EFFECT IN RIGID MOLECULES , 1971 .

[27]  J. H. Noggle.  The nuclear Overhauser effect , 1971 .

[28]  A. Rich,et al.  The crystal structures of purines, pyrimidines and their intermolecular complexes. , 1970, Progress in nucleic acid research and molecular biology.

[29]  C. D. Jardetzky.  Proton Magnetic Resonance Studies on Purines, Pyrimidines, Ribose Nucleosides and Nucleotides. III. Ribose Conformation1 , 1960 .