Sulfate-selective recognition by using neutral dipeptide anion receptors in aqueous solution

Abstract

The synthesis of six small peptide anion receptors based on thiourea and squaramide recognition moieties is described. These new receptors bind to tetrahedral sulfate anions with remarkable affinity and selectivity in aqueous solution as shown by NMR spectroscopy. Molecular modelling suggests that selectivity is mediated by a hydrogen bond network incorporating the amide backbone protons in a manner similar to that found in the sulfate-binding protein.

Keywords: NMR spectroscopy; peptides; receptors; squaramide; sulfate; thiourea.