Turn-on, fluorescent nuclear stains with live cell compatibility

Org Lett. 2013 Mar 15;15(6):1330-3. doi: 10.1021/ol400268t. Epub 2013 Mar 5.

Abstract

DNA-binding, green and yellow fluorescent probes with excellent brightness and high on/off ratios are reported. The probes are membrane permeable, live-cell compatible, and optimally matched to 405 nm and 514 nm laser lines, making them attractive alternatives to UV-excited and blue emissive Hoechst 33342 and DAPI nuclear stains. Their electronic structure was investigated by optical spectroscopy supported by TD-DFT calculations. DNA binding is accompanied by 27- to 75-fold emission enhancements, and linear dichroism demonstrates that one dye is a groove binder while the other intercalates into DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzimidazoles
  • DNA / chemistry*
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Indoles
  • Lasers
  • Models, Chemical
  • Molecular Conformation
  • Spectrometry, Fluorescence
  • Staining and Labeling

Substances

  • Benzimidazoles
  • Fluorescent Dyes
  • Indoles
  • DAPI
  • DNA
  • bisbenzimide ethoxide trihydrochloride