Mass spectroscopic investigation of bis-1,3-urea calix[4]arenes and their ability to complex N-protected α-amino acids

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Bew, Sean P. ORCID: https://orcid.org/0000-0002-9087-9463, Barter, Adam W. J. and Sharma, Sunil V. (2010) Mass spectroscopic investigation of bis-1,3-urea calix[4]arenes and their ability to complex N-protected α-amino acids. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 66 (1). pp. 195-208. ISSN 0923-0750

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Abstract

We report the ability of urea's appended onto the upper-rim of conformationally locked 'cone' calix[4]arenes 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 calix[4]arenes was observed when methylene bridges were present between the calix[4]arene '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 calix[4]arene allows, in some cases, the calix[4]arene 'host' to selectively 'pick out' and complex a specific N-Fmoc amino acid from the mixture. © Springer Science+Business Media B.V. 2009.

Item Type:	Article
Faculty \ School:	Faculty of Science > School of Chemistry
Related URLs:	http://www.scopus.com/inward/record.url?...
Depositing User:	Rachel Smith
Date Deposited:	07 Apr 2011 09:57
Last Modified:	15 Dec 2022 18:30
URI:	https://ueaeprints.uea.ac.uk/id/eprint/28344
DOI:	10.1007/s10847-009-9687-6

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