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| - Structure−Function Studies on a Synthetic Guanosine ReceptorThat Simultaneously Binds Watson−Crick and Hoogsteen Sites
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| - A series of receptors (11−16) designed to simultaneously bind the Watson−Crick and Hoogsteensites of guanosine were synthesized, and their binding of guanosine tri-O-pentanoate (32) was probedvia 1H NMR complexation studies in 5% DMSO-d6−chloroform-d. The guanosine receptors weresynthesized with aminonaphthalene or aminoquinoline auxiliary groups tethered to N-4 of cytosinevia a methylene or carbonyl group. A structure−function relationship was established allowingenergetic contributions made by components of nucleoside analogues to be probed and more generaldesign rules formulated that may guide the development of more efficacious DNA bases.
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