A terphenyl scaffold for pi-stacked guanidinium recognition elements.
A new synthetic model of arginine-carboxylate-aromatic triads-common motifs at sites of protein-protein interactions-is reported. Binding studies in mixed methanol/water solvent systems suggest that the carboxylate-binding ability of pi-stacked guanidinium ions is improved relative to a non-stacked control.
Wang
Xing
X
Department of Chemistry, University of Victoria, PO Box 3065, Victoria, BC, V8W 3V6 Canada.
Sarycheva
Olga V
OV
Koivisto
Bryan D
BD
McKie
Aaron H
AH
Hof
Fraser
F
D001120:Arginine / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D019791:Guanidine / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D011506:Proteins / Q000737:chemistry; D013730:Terphenyl Compounds / Q000737:chemistry*
D002264:Carboxylic Acids; D011506:Proteins; D013730:Terphenyl Compounds; D001120:Arginine; D019791:Guanidine