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Complexing and self-complexing of peptide-cavitands

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Abstract

Resorc[4]arene based peptide-cavitands with four identical chiral amino acids at their upper rim were synthesized and investigated for the complexation of small guest molecules. Competition experiments show, that the tetra amino acid cavitands complex small organic guests in chloroform in the order ethyl acetate <dichloromethane < acetonitrile < ethanol < acetamide < acetic acid. The peptide-cavitands containing aspartic and glutamic acid derivatives enclose parts of their attached amino acids in the cavity, so that these peptide-cavitands are host and guest at the same time. The starting material for the cavitands, the resorc[4]arenetetraamine 3, is made by a new synthetic route using the Delépine-reaction.

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  1. Fakultät für Chemie, Ruhr-Universität Bochum, Universitätsstr. 150, 44780, Bochum, Germany

    Christian M. Hülsbusch & Martin Feigel

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  1. Christian M. Hülsbusch
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  2. Martin Feigel
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Correspondence to Martin Feigel.

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Hülsbusch, C.M., Feigel, M. Complexing and self-complexing of peptide-cavitands. J Incl Phenom Macrocycl Chem 59, 53–63 (2007). https://doi.org/10.1007/s10847-007-9294-3

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