A Three-Photon Active Organic Fluorophore for Deep Tissue Ratiometric Imaging of Intracellular Divalent Zinc

Chem Asian J. 2016 May 20;11(10):1523-7. doi: 10.1002/asia.201600170. Epub 2016 Apr 5.

Abstract

Deep tissue bioimaging with three-photon (3P) excitation using near-infrared (NIR) light in the second IR window (1.0-1.4 μm) could provide high resolution images with an improved signal-to-noise ratio. Herein, we report a photostable and nontoxic 3P excitable donor-π-acceptor system (GMP) having 3P cross-section (σ3 ) of 1.78×10(-80) cm(6) s(2) photon(-2) and action cross-section (σ3 η3 ) of 2.31×10(-81) cm(6) s(2) photon(-2) , which provides ratiometric fluorescence response with divalent zinc ions in aqueous conditions. The probe signals the Zn(2+) binding at 530 and 600 nm, respectively, upon 1150 nm excitation with enhanced σ3 of 1.85×10(-80) cm(6) s(2) photon(-2) and σ3 η3 of 3.33×10(-81) cm(6) s(2) photon(-2) . The application of this probe is demonstrated for ratiometric 3P imaging of Zn(2+) in vitro using HuH-7 cell lines. Furthermore, the Zn(2+) concentration in rat hippocampal slices was imaged at 1150 nm excitation after incubation with GMP, illustrating its potential as a 3P ratiometric probe for deep tissue Zn(2+) ion imaging.

Keywords: fluorescent probes; hippocampus; imaging agents; three-photon probes; zinc.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 2,2'-Dipyridyl / chemical synthesis
  • 2,2'-Dipyridyl / chemistry
  • 2,2'-Dipyridyl / pharmacology*
  • Animals
  • Cell Line
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacology*
  • Hippocampus / chemistry
  • Humans
  • Infrared Rays
  • Male
  • Microscopy, Fluorescence
  • Rats, Wistar
  • Zinc / chemistry*

Substances

  • Fluorescent Dyes
  • 2,2'-Dipyridyl
  • Zinc