Molecular Recognition with Convergent Functional Groups. 7. Energetics of Adenine Binding with Model Receptors

Kevin Williams, Ben Askew, Pablo Ballester, Chris Buhr, Kyu-Sung Jeong, Sharon Jones, J. Rebek

Research output: Contribution to journalArticle

111 Citations (Scopus)

Abstract

The energetics of complexation for model receptors and adenine derivatives are reported. The new systems feature Watson-Crick, Hoogsteen, and bifurcated hydrogen bonding as well as aryl stacking interactions. These factors can act
simultaneously on adenine derivatives because the model receptors present cleftlike shapes which are complementary to the surface of adenine. The association constants vary from 50 to lo4 M-l in solvents such as CDCI, that compete poorly for hydrogen bonds. The energetics of binding are explored as a function of receptor and guest structure, solvent, and temperature.
Original languageEnglish
Pages (from-to)1090-1094
Number of pages5
JournalJournal of the American Chemical Society
Volume111
Issue number3
DOIs
Publication statusPublished - 1989 Feb

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