A Dipolar Anthracene Dye: Synthesis, Optical Properties and Two-photon Tissue Imaging

Chem Asian J. 2016 Sep 20;11(18):2518-23. doi: 10.1002/asia.201600986. Epub 2016 Sep 8.

Abstract

Two-photon microscopy is a powerful tool for studying biological systems. In search of novel two-photon absorbing dyes for bioimaging, we synthesized a new anthracene-based dipolar dye (anthradan) and evaluated its two-photon absorbing and imaging properties. The new anthradan, 9,10-bis(o-dimethoxy-phenyl)-anthradan, absorbs and emits at longer wavelengths than acedan, a well-known two-photon absorbing dye. It is also stable under two-photon excitation conditions and biocompatible, and thus used for two-photon imaging of mouse organ tissues to show bright, near-red fluorescence along with negligible autofluorescence. Such an anthradan thus holds promise as a new class of two-photon absorbing dyes for the development of fluorescent probes and tags for biological systems.

Keywords: anthracene; bioimaging; dipolar dyes; red-emitting dyes; two-photon.

MeSH terms

  • Animals
  • Anthracenes / chemical synthesis*
  • Anthracenes / chemistry*
  • Brain / diagnostic imaging
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry*
  • Kidney / diagnostic imaging
  • Liver / diagnostic imaging
  • Lung / diagnostic imaging
  • Mice
  • Molecular Structure
  • Optical Imaging*
  • Optical Phenomena
  • Photons*
  • Quantum Theory
  • Spleen / diagnostic imaging

Substances

  • Anthracenes
  • Fluorescent Dyes
  • anthracene