Angewandte Chemie International Edition · 1999 · 48 citations · 0 references
Natural SciencesBiochemistryChemistryMolecular RecognitionStructural BiologySupramolecular ChemistryHydrogen Bonding In BiomoleculesIntermolecular ForcesLigand BindingProtein-ligand DockingReceptor-ligand InteractionsStructural Basis Of RecognitionCrystal Structure AnalysisHydrogen Bonding In Ligand BindingMolecular ReceptorsNonpolar SolventsPolar Protic SolventsReceptor-ligand BindingReceptor-ligand Structural BiologySupramolecular Receptors
A highly preorganized, artificial receptor for guanidinium cations binds arginine with high affinity in polar solvents, even in water! The X-ray crystal structure of its bis(N-ethylguanidinium) complex shows the formation of hydrogen bonds between the receptor and the guest (see picture). This observation explains the strength of the complex formed with the dipeptide diarginine (K(d)=50 µM in H(2)O).