Enantioselective binding of dipeptides using acyclic receptors

Botana, E., Ongeri, S., Arienzo, R., Demarcus, M., Frey, J. G., Piarulli, U., Potenza, D., Gennari, C. and Kilburn, J. D. (2001) Enantioselective binding of dipeptides using acyclic receptors. Chemical Communications, (15), 1358-1359. (doi:10.1039/b102383g)

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Official URL: http://dx.doi.org/10.1039/b102383g

Description/Abstract

Novel receptors featuring a 2,6-diamidopyridine 'head' group and bearing sulfonamidopeptide sidearms have been prepared on the solid-phase; one receptor showed high selectivity for N-Cbz-D-Ala-D-AlaOH over its enantiomer N-Cbz-L-Ala-L-AlaOH, but absolute binding constants were relatively weak, which can be understood in terms of receptors which have to unfold, breaking intramolecular hydrogen bonds, in order to accommodate the guests.

Item Type:Article
Additional Information:ChemComm
Uncontrolled Keywords:synthetic receptors, tweezers, peptides
Related URLs:http://dx.doi.org/10.1039/b102383g
Subjects:Q Science > QD Chemistry
Divisions:University Structure - Pre August 2011 > School of Chemistry
ePrint ID:19421
URI:http://eprints.soton.ac.uk/id/eprint/19421
Deposited On:14 Feb 2006
Last Modified:01 Apr 2012 01:55

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