Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 33, Pages 8296-8302Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200900342
Keywords
affinity descriptors; cooperative effects; ion binding; ion pairs; receptors
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Funding
- University of Leeds
- Universita di Firenze
- Ente Cassa di Risparmio di Firenze (Italy)
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It is often tempting to explain chemical phenomena on the basis of intuitive principles, but this practice can frequently lead to biased analysis of data and incorrect conclusions. One such intuitive principle is brought into play in the binding of salts by synthetic receptors. Following the heuristic concept that binding both is binding better, it is widely believed that ditopic receptors capable of binding both ionic partners of a salt are more effective than monotopic receptors because of a cooperative effect. Using a newly designed ditopic receptor and a generalized binding descriptor, we show here that, when the problem is correctly formulated and the appropriate algorithm is derived, the cooperativity principle is neither general nor predictable, and that competition between ion binding and ion pairing may even lead to inhibition rather than enhancement of the binding of an ion to a ditopic receptor.
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