We report the ability of urea's appended onto the upper-rim of conformationally locked 'cone' calixarenes to show a preference for binding specific N-protected α-amino acids. Superior complexation (as judged by mass spectroscopy) between N-protected α-amino results and bis-1,3-N-benzylureas calixarenes was observed when methylene bridges were present between the calixarene 'host' and the urea motif. Interestingly we also demonstrate that subjecting mixtures of structurally diverse N-Fmoc-α-amino acids to a single bis-1,3-N-benzylurea derived calixarene allows, in some cases, the calixarene 'host' to selectively 'pick out' and complex a specific N-Fmoc amino acid from the mixture. © Springer Science+Business Media B.V. 2009.
|Number of pages||14|
|Journal||Journal of Inclusion Phenomena and Macrocyclic Chemistry|
|Publication status||Published - 1 Jan 2010|