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

Bew, S.P., Barter, A.W.J. and Sharma, S.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

Faculty of Medicine and Health Sciences > Norwich Medical School
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Depositing User: Rachel Smith
Date Deposited: 07 Apr 2011 09:57
Last Modified: 21 Apr 2020 17:06
URI: https://ueaeprints.uea.ac.uk/id/eprint/28344
DOI: 10.1007/s10847-009-9687-6

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