Stacking interactions between protonated nucleic acid bases and aromatic amino acids: spectroscopic and structural analyses of m3CMP-tryptophan derivative complex.
As a stacking model between nucleic acid bases and aromatic amino acids, the interaction on m3 CMP-tryptophan derivative has been studied by 1H-NMR and X-ray crystal analyses. From the comparative 1H-NMR experiments using CMP and m3CMP, it is suggested that the N(3)-protonation by methylation greatly strengthens the stacking interaction with tryptophan. Parallel alignment with a separation distance of 3.38A is shown by the X-ray analysis of m CMP-tryptamine complex. The stacking mode is very similar to those observed in the complexes of indole ring with m1A and m7G.
Ueda
H
H
Osaka University of Pharmaceutical Sciences, Japan.
Segawa
K
K
Doi
M
M
Inoue
M
M
Ishida
T
T
D003568:Cytidine Monophosphate / Q000031:analogs & derivatives; D003597:Cytosine Nucleotides; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D014364:Tryptophan / Q000031:analogs & derivatives*; D014961:X-Ray Diffraction
C062347:3-methylcytidine monophosphate-tryptophan complex; D003597:Cytosine Nucleotides; D014364:Tryptophan; D003568:Cytidine Monophosphate