Reinvestigation of calixarene-based artificial-signaling acetylcholine receptors useful in neutral aqueous (water/methanol) solution

Kwang Nak Koh, Koji Araki, Atsushi Ikeda, Hideyuki Otsuka, Seiji Shinkai

Research output: Contribution to journalArticle

155 Citations (Scopus)

Abstract

It was shown that an artificial acetylcholine (neurotransmitter) detection system using resorcin[4]arene (1: Inouye et al. J. Am. Chem. Soc. 1994, 116, 5517) has substantial problems: both acetylcholine and a fluorescent receptor molecule decompose in 0.01 M KOH/MeOH solution. In their system the strong alkaline medium was necessitated to dissociate OH groups in 1 and to enhance the fluorescence quenching ability. To solve this problem we exploited a new artificial acetylcholine detection system using water-soluble calix[n]arene-p-sulfonates which are useful even in aqueous (water/methanol) neutral solution. This achievement is due to several outstanding properties of these calix[n]arenes such as low pKa values, cation - π interactions, high water-solubility, etc.

Original languageEnglish
Pages (from-to)755-758
Number of pages4
JournalJournal of the American Chemical Society
Volume118
Issue number4
DOIs
Publication statusPublished - Jan 31 1996

Fingerprint

Calixarenes
Cholinergic Receptors
Acetylcholine
Methanol
Water
Aptitude
Solubility
Neurotransmitter Agents
Cations
Quenching
Fluorescence
Positive ions
Molecules

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Reinvestigation of calixarene-based artificial-signaling acetylcholine receptors useful in neutral aqueous (water/methanol) solution. / Koh, Kwang Nak; Araki, Koji; Ikeda, Atsushi; Otsuka, Hideyuki; Shinkai, Seiji.

In: Journal of the American Chemical Society, Vol. 118, No. 4, 31.01.1996, p. 755-758.

Research output: Contribution to journalArticle

Koh, Kwang Nak ; Araki, Koji ; Ikeda, Atsushi ; Otsuka, Hideyuki ; Shinkai, Seiji. / Reinvestigation of calixarene-based artificial-signaling acetylcholine receptors useful in neutral aqueous (water/methanol) solution. In: Journal of the American Chemical Society. 1996 ; Vol. 118, No. 4. pp. 755-758.
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