Macrocyclic diketopiperazine receptors: effect of macrocyclization on the binding properties of two-armed receptors.
The synthesis of macrocyclic two-armed diketopiperazine receptors and their binding properties toward peptides is described. Macrocyclization with short linkers led to receptors with significantly modified binding properties compared to their flexible open chain parent receptors, whereas with long linkers the original binding selectivities were largely retained.
Bernard
Jessica
J
Department of Chemistry, University of Basel, St. Johanns Ring 19, CH-4056 Basel, Switzerland.
Wennemers
Helma
H
D000595:Amino Acid Sequence; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D054659:Diketopiperazines / Q000737:chemistry*; D015394:Molecular Structure; D019151:Peptide Library; D010455:Peptides / Q000737:chemistry* / Q000378:metabolism; D018000:Receptors, Peptide / Q000737:chemistry* / Q000378:metabolism; D013379:Substrate Specificity
D054659:Diketopiperazines; D019151:Peptide Library; D010455:Peptides; D018000:Receptors, Peptide