Issue 35, 2011
From the journal:

Chemical Communications

Dynamic combinatorial development of a neutral synthetic receptor that binds sulfate with nanomolar affinity in aqueous solution†

Zaida Rodriguez-Docampo,a   Eugenia Eugenieva-Ilieva,b   Carsten Reyheller,b   Ana M. Belenguer,a   Stefan Kubik*b  and  Sijbren Otto*c  

* Corresponding authors

a Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK

b Fachbereich Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Straße, D-67663 Kaiserslautern, Germany
E-mail: kubik@chemie.uni-kl.de
Fax: +49 631 205 3921

c Centre for Systems Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands
E-mail: s.otto@rug.nl
Fax: +31 50 363 4296

Abstract

Using dynamic combinatorial disulfide chemistry we have developed a new generation of neutral synthetic receptors for anions, based on a macrobicyclic peptide structure. These receptors show an exceptional affinity and selectivity for sulfate ions in aqueous solution [log Ka = 8.67 in 41 mol% (67 volume%) acetonitrile in water]. The high affinity depends on a delicate balance between rigidity and flexibility in the structure of the receptor.

Graphical abstract: Dynamic combinatorial development of a neutral synthetic receptor that binds sulfate with nanomolar affinity in aqueous solution

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Article information

DOI
https://doi.org/10.1039/C1CC13451E
Article type
Communication
Submitted
10 Jun 2011
Accepted
12 Jul 2011
First published
02 Aug 2011

Chem. Commun., 2011,47, 9798-9800

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Dynamic combinatorial development of a neutral synthetic receptor that binds sulfate with nanomolar affinity in aqueous solution

Z. Rodriguez-Docampo, E. Eugenieva-Ilieva, C. Reyheller, A. M. Belenguer, S. Kubik and S. Otto, Chem. Commun., 2011, 47, 9798 DOI: 10.1039/C1CC13451E

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