Substituent effects of phthalimide‐based nucleoside analogs on binding a CG Watson–Crick base pair |
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| Authors: | Z. Xiao K. Weisz |
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| Affiliation: | 1. Institute of Biochemistry, Ernst‐Moritz‐Arndt‐Universit?t Greifswald, Felix‐Hausdorff‐Str. 4, D‐17487 Greifswald, Germany;2. Institute of Biochemistry, Ernst‐Moritz‐Arndt‐Universit?t Greifswald, Felix‐Hausdorff‐Str. 4, D‐17487 Greifswald, GermanyInstitute of Biochemistry, Ernst‐Moritz‐Arndt‐Universit?t Greifswald, Felix‐Hausdorff‐Str. 4, D‐17487 Greifswald, Germany.=== |
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| Abstract: | Five differently substituted phthalimide nucleosides were studied by NMR spectroscopic techniques for their ability to recognize and bind a cytosine–guanosine (CG) Watson–Crick base pair in CD2Cl2. Whereas only rather weak binding was observed for analogs with an amino, acetamido, or benzamido substituent, strong binding was observed with the analogs carrying an ureido and n‐butyl ureido residue. 2D NOE measurements at low temperatures confirm the proposed binding mode for the high‐affinity ligands but indicate binding interactions for the weakly bound analogs different from the expected geometry. Copyright © 2007 John Wiley & Sons, Ltd. |
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| Keywords: | molecular recognition nucleoside analog phthalimide base triad NMR |
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