Polydiacetylene-based colorimetric self-assembled vesicular receptors for biological phosphate ion recognition

Chemistry. 2009 Jul 27;15(30):7404-12. doi: 10.1002/chem.200900339.

Abstract

Self-assembled vesicular polydiacetylene (PDA) particles with embedded metal complex receptor sites have been prepared. The particles respond to the presence of ATP and PPi (pyrophosphate) in buffered aqueous solution by visible changes of their color and emission properties. Blue PDA vesicles of uniform size of about 200 nm were obtained upon UV irradiation from mono- and dinuclear zinc(II)-cyclen and iminodiacetato copper [Cu(II)-IDA] modified diacetylenes, embedded in amphiphilic diacetylene monomers. Addition of ATP and PPi to the PDA vesicle solution induces a color change from blue to red observable by the naked eye. The binding of ATP and PPi changes the emission intensity. Other anions such as ADP, AMP, H2PO4-, CH3COO-, F-, Cl-, Br- and I-, failed to induce any spectral changes. The zinc(II)-cyclen nanoparticles are useful for the facile detection of PPi and ATP in millimolar concentrations in neutral aqueous solutions, while Cu(II)-IDA modified vesicular PDA receptors are able to selectively discriminate between ATP and PPi.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine Triphosphate / analysis
  • Adenosine Triphosphate / chemistry
  • Anions
  • Colorimetry
  • Copper / analysis
  • Copper / chemistry
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Phosphates / analysis
  • Phosphates / chemistry*
  • Polyacetylene Polymer
  • Polymers / chemistry*
  • Polyynes / chemistry*
  • Water / chemistry
  • Zinc / analysis
  • Zinc / chemistry

Substances

  • Anions
  • Organometallic Compounds
  • Phosphates
  • Polyacetylene Polymer
  • Polymers
  • Water
  • Polyynes
  • polydiacetylene
  • Copper
  • Adenosine Triphosphate
  • Zinc