Interaction between Quaternary Ammonium Ions and Dipeptides: Positive Anion Allosteric Effect

Kazuaki Ito; Kayo Nagase; Naoya Morohashi; Yoshihiro Ohba

doi:10.1248/cpb.53.90

Notes

Interaction between Quaternary Ammonium Ions and Dipeptides: Positive Anion Allosteric Effect

Kazuaki Ito, Kayo Nagase, Naoya Morohashi, Yoshihiro Ohba

Author information

Keywords: cation–π interaction, hydrogen bonding, allosteric effect, quaternary ammonium ion, peptide

JOURNAL FREE ACCESS

2005 Volume 53 Issue 1 Pages 90-94

DOI https://doi.org/10.1248/cpb.53.90

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Abstract

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 π-base cavity to interact with the quaternary ammonium moiety.

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