Selective anion sensing by chiral macrocyclic receptors with multiple hydrogen-bonding sites

Tadashi Ema, Keiichi Okuda, Sagiri Watanabe, Takayuki Yamasaki, Tsuyoshi Minami, Nina A. Esipenko, Pavel Anzenbacher

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Chiral macrocycles featuring sulfonamide and/or amide groups as anion-binding sites were synthesized. X-ray crystal structures and DFT calculations have shown that they adopt different conformations that may lead to unique binding behavior. Indeed, various anions could be sensed by their colorimetric and/or fluorescence signal output. The chiral macrocycles showed chiral recognition for chiral anions. Furthermore, a multisensor array with two or four chiral receptors discriminated seven phosphate anions (AMP, ADP, ATP, CMP, GMP, Pi, and PPi) with 100% classification accuracy.

Original languageEnglish
Pages (from-to)1302-1305
Number of pages4
JournalOrganic Letters
Volume16
Issue number5
DOIs
Publication statusPublished - Mar 7 2014

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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