A highly potassium-selective ratiometric fluorescent indicator based on BODIPY azacrown ether excitable with visible light

Org Lett. 2005 Sep 29;7(20):4377-80. doi: 10.1021/ol051603o.

Abstract

[structure: see text] A potassium-selective fluorescent BODIPY-linked azacrown ether chemosensor has been synthesized using novel substitution reactions of 3,5-dichloroBODIPY. The indicator absorbs and emits light in the visible wavelength range. The dissociation constant Kd for the complex between K+ and the probe is 0.5 mM in acetonitrile. Quantum chemical calculations show that the experimental hypsochromic shifts in absorption and fluorescence upon potassium binding are due to complexation, which induces a large conformational change of the sensor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemistry*
  • Crown Ethers / chemistry*
  • Fluorescent Dyes / chemistry*
  • Light
  • Models, Molecular
  • Molecular Structure
  • Potassium / chemistry*

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Crown Ethers
  • Fluorescent Dyes
  • Potassium