Matched/Mismatched interaction of a cyclic hexapeptide with ion pairs containing chiral cations and chiral anions.
The binding of a chiral quaternary ammonium ion to a cyclopeptide containing aromatic amino acid subunits is affected not only by the configuration of the cation but also by the configuration of the chiral counterion. Analysis of the binding equilibria shows that complex formation involves interaction of the whole ion pair with the host indicating that steric requirements of the anion influence complex geometry and stability.
Heinrichs
Guido
G
Fachbereich Chemie-Organische Chemie, Technische Universität Kaiserlautern, Erwin-Schrödinger-Strasse, D-67663 Kaiserslautern, Germany.
Kubik
Stefan
S
Lacour
Jérôme
J
Vial
Laurent
L
D000838:Anions / Q000737:chemistry; D002412:Cations / Q000737:chemistry; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013816:Thermodynamics
D000838:Anions; D002412:Cations; D008024:Ligands; D010456:Peptides, Cyclic; D000644:Quaternary Ammonium Compounds