Thiourea-isothiouronium conjugate for strong and selective binding of very hydrophilic H2PO4- anion at the 1,2-dichloroethane-water interface

Ryo Kato, Ying Yu Cui, Seiichi Nishizawa, Tomoyuki Yokobori, Norio Teramae

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Potential use of a surfactant-like receptor is demonstrated at the 1,2-dichloroethane-water interface for strong and selective binding of H 2PO4- over Br- and Cl-. The analysis by interfacial tensiometry reveals that the interfacial adsorption of a thiourea-isothiouronium conjugate, BT-C1, is significantly stabilized by the binding of H2PO4- with the adsorption constant of 1.7×105M-1 while the interfacial adsorptivity of this receptor is relatively moderate for Br - (0.81×105M-1) and Cl- (0.63×105M-1). Such complexation-induced interfacial adsorption behaviors of BT-C1 are discussed as a basis for the development of receptor-based chemical sensors for phosphate anions.

Original languageEnglish
Pages (from-to)4273-4276
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number22
DOIs
Publication statusPublished - 2004 May 24

Keywords

  • Adsorption
  • Anion
  • Interface
  • Isothiouronium
  • Phosphate
  • Receptor
  • Recognition
  • Thiourea

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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