Interaction between quaternary ammonium ions and dipeptides: Positive anion allosteric effect

Kazuaki Ito, Kayo Nagase, Naoya Morohashi, Yoshihiro Ohba

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)90-94
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume53
Issue number1
DOIs
Publication statusPublished - 2005 Jan

Keywords

  • Allosteric effect
  • Cation-π interaction
  • Hydrogen bonding
  • Peptide
  • Quaternary ammonium ion

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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