Abstract
Any discussion of molecular recognition should begin by acknowledging the debt that it owes to macrocyclic chemistry. These molecules have been the workhorses of bioorganic chemistry and have influenced literally and figuratively the shape of things in molecular recognition. Cyclodextrins, for example, have been useful for showing how small molecules can imitate the essential steps of enzyme catalyzed reactions using acyl transfers as a probe [1]. Crown ethers have been successful at revealing aspects of binding and transport of metal ions; at the molecular level, complexation of ammonium species has been used as a vehicle for several bioorganic processes [2]. Allosteric effects, especially that of cooperativity were first demonstrated with crown ether derivatives [3]. More recently, interest in cyclophane derivatives has grown. Their ease of synthesis and their ability to complex aromatic molecules in aqueous media can be used to sort out the intrinsics of hydrophobic and aromatic stacking interactions. Some of the rules for predicting complexation especially those involving optimal rigidity and collapsibility have emerged from examination of cyclophane-derived systems.
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© 1990 Plenum Press, New York
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Rebek, J. (1990). New Shapes For Catalysis and Molecular Recognition. In: Atwood, J.L. (eds) Inclusion Phenomena and Molecular Recognition. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-0603-0_1
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DOI: https://doi.org/10.1007/978-1-4613-0603-0_1
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