8-Aminoquinoline-based ratiometric zinc probe: unexpected binding mode and its application in living cells

Bioorg Med Chem Lett. 2013 Jun 15;23(12):3511-4. doi: 10.1016/j.bmcl.2013.04.042. Epub 2013 Apr 24.

Abstract

PMQA, an 8-aminoquinoline-based ratiometric fluorescent sensor, demonstrates the Zn(2+)-induced red-shift of emission (85nm), and was successfully applied to image zinc in living cells. Compared to 2:1 stoichiometry in PMQA-Zn(2+), PMQA-Cu(2+) shows 1:1 composition. Both nitrogen atoms from the aminoquinoline are missing in binding of zinc, while they are critically involved in Cu(2+) chelation. The structure difference between PMQA-Zn(2+) and PMQA-Cu(2+) might shed light in designing novel zinc probes without suffering from copper interference.

Publication types

  • Letter
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoquinolines / chemistry*
  • Biosensing Techniques / methods*
  • Chelating Agents / chemistry
  • Coordination Complexes / chemistry*
  • Copper / chemistry
  • Crystallography, X-Ray
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Spectrometry, Fluorescence / methods
  • Spectrophotometry, Ultraviolet / methods
  • Zinc / analysis*
  • Zinc / chemistry

Substances

  • Aminoquinolines
  • Chelating Agents
  • Coordination Complexes
  • Fluorescent Dyes
  • Copper
  • Zinc
  • 8-aminoquinoline