Novel anthracene-based fluorescent sensor for selective recognition of acetate anions in protic media

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 25:137:957-61. doi: 10.1016/j.saa.2014.09.008. Epub 2014 Sep 18.

Abstract

Novel 9-substituted anthracene derivatives were synthesized and characterized by IR, HRMS, (1)H and (13)C NMR. The fluorescence titration experiments were explored to study the interaction between the compounds and some anions, such as H2PO4(-), P2O7(4-), F(-), Cl(-), Br(-), I(-), AcO(-) in H2O (0.01 M HEPES, pH=7.4) under imitated physiological conditions. One of these compounds, bearing a phenylalaninol unit, showed specific fluorescence enhancement with acetate anion. The sensor L1 was found to present good selective fluorescence sensing ability to acetate anion through photoinduced electron-transfer mechanism in protic media.

Keywords: Acetate anion; Anion recognition; Fluorescence sensor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry*
  • Anions / chemistry*
  • Anthracenes / chemistry*
  • Electrons
  • Fluorescent Dyes / chemistry*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Phenylalanine / analogs & derivatives
  • Phenylalanine / chemistry
  • Silicon Dioxide / chemistry
  • Solvents / chemistry
  • Spectrophotometry, Ultraviolet
  • Substrate Specificity

Substances

  • Acetates
  • Anions
  • Anthracenes
  • Fluorescent Dyes
  • Solvents
  • phenylalaninol
  • Phenylalanine
  • Silicon Dioxide