Water-soluble small-molecule probes for RNA based on a two-photon fluorescence "off-on" process: systematic analysis in live cell imaging and understanding of structure-activity relationships

Chem Commun (Camb). 2017 Dec 12;53(99):13245-13248. doi: 10.1039/c7cc07288k.

Abstract

The conveniently obtained water-soluble small-molecule L1-5 were selective for RNA with remarkable "off-on" two-photon fluorescence responses in vitro and in vivo, showing that L1-5 can surprisingly stain mitochondria or nucleoli individually with orange fluorescence under different focal lengths. Compounds L6-8 were prepared, for comparison, to further explore the mechanism of the binding of L1-5 with RNA, which revealed that the synergistic effect of the amino group and the pyridinium cation played a significant role in distinct cell imaging.

MeSH terms

  • Cell Survival
  • Fluorescence*
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Molecular Structure
  • Optical Imaging*
  • Photons*
  • RNA / chemistry*
  • Small Molecule Libraries / chemistry*
  • Solubility
  • Structure-Activity Relationship
  • Water / chemistry*

Substances

  • Fluorescent Dyes
  • Small Molecule Libraries
  • Water
  • RNA