Interaction between quaternary ammonium ions and dipeptides: positive anion allosteric effect.
The binding properties of dipeptides possessing aromatic residues towards quaternary ammonium ions have been investigated by 1H-NMR spectroscopy. The intermolecular hydrogen bonding between exchangeable protons (OH and NH) of aromatic residues of dipeptides and the counter anion of ammonium ion is the primary force. After the formation of the intermolecular hydrogen bonding, two aromatic residues of dipeptides can provide pi-base cavity to interact with the quaternary ammonium moiety.
Ito
Kazuaki
K
Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, Yonezawa, Japan. itokazu@yz.yamagata-u.ac.jp
Nagase
Kayo
K
Morohashi
Naoya
N
Ohba
Yoshihiro
Y
D000494:Allosteric Regulation / Q000502:physiology*; D000838:Anions; D004151:Dipeptides / Q000032:analysis / Q000737:chemistry* / Q000378:metabolism*; D004347:Drug Interactions / Q000502:physiology; D006860:Hydrogen Bonding; D000644:Quaternary Ammonium Compounds / Q000032:analysis / Q000737:chemistry* / Q000378:metabolism*
D000838:Anions; D004151:Dipeptides; D000644:Quaternary Ammonium Compounds