ABSTRACT
Split-and-mix libraries of resin-bound "tweezer" receptors have been prepared and screened to identify receptors for dye-labelled tripeptides. The receptors incorporate a diamidopyridine unit to serve as a specific recognition site for the CO2H group, leading to strong and selective receptors for peptide guests with a CO2H terminus. The role of the dye-label, attached to the peptide guest to allow visualisation of selective recognition events in the screening experiments, has also been examined and was found to have a significant influence on the binding selectivities.
Subject(s)
Combinatorial Chemistry Techniques , Peptides/metabolism , Receptors, Peptide/chemistry , Amino Acid Sequence , Drug Design , Molecular Mimicry , Peptide Library , Peptides/chemical synthesis , Protein Binding , Receptors, Peptide/metabolism , Substrate SpecificityABSTRACT
Compounds (I), C(14)H(20)N(2)O(4)S, and (II), C(12)H(14)N(2)O(3)S(2), are two minor products of the same reaction. Both structures contain identical ester functionalities in similar orientations. Both independent molecules of (I) contain an ethoxycarbothioylamine moiety, whilst (II) possesses a novel exocyclic thione system fused with a pyridine ring.
