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

Rodriguez-Docampo, Z., Eugenieva-Ilieva, E., Reyheller, C., Belenguer, A. M., Kubik, S. & Otto, S., 2011, In : Chemical Communications. 47, 35, p. 9798-9800 3 p.

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DOI

  • Zaida Rodriguez-Docampo
  • Eugenia Eugenieva-Ilieva
  • Carsten Reyheller
  • Ana M. Belenguer
  • Stefan Kubik
  • Sijbren Otto

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 K-a = 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.

Original languageEnglish
Pages (from-to)9798-9800
Number of pages3
JournalChemical Communications
Volume47
Issue number35
Publication statusPublished - 2011

    Keywords

  • 6-AMINOPICOLINIC ACID SUBUNITS, ANION-BINDING, SUPRAMOLECULAR CHEMISTRY, MACROCYCLIC DISULFIDES, MOLECULAR RECOGNITION, HOST-GUEST, WATER, COMPLEXATION, LIBRARIES, LIGAND

ID: 2305804