Adenine-based small molecule fluorescent probe for imaging mitochondrial nucleic acid

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 15:229:117865. doi: 10.1016/j.saa.2019.117865. Epub 2019 Nov 28.

Abstract

A small molecule fluorescent probe (probe 1) based on adenine-coumarin derivative was designed and synthesized in this paper. Probe 1 exhibited a significant fluorescence-enhancing response to nucleic acids at 495 nm (for DNA) and 487 nm (for RNA). The fluorescence enhancement of probe 1 for DNA and RNA was 5.68 and 9.73 times respectively, the fluorescence quantum yield was changed from 2.5% to 11.7% and 22.5% accordingly. Meanwhile, an excellent linear relationship of fluorescence intensity at 495 nm or 487 nm versus the nucleic acid concentration (1 μM for probe 1, 0-350 μg/mL for DNA and 0-300 μg/mL for RNA) was obtained. Co-staining and nucleic acid digestion experiments showed that probe 1 could selectively image nucleic acids in mitochondria and nucleoli in HeLa cells.

Keywords: Adenine; Cell imaging; DNA; Fluorescence probe; Mitochondria; RNA.

MeSH terms

  • Adenine / chemistry*
  • DNA, Mitochondrial* / chemistry
  • DNA, Mitochondrial* / metabolism
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Molecular Imaging*

Substances

  • DNA, Mitochondrial
  • Fluorescent Dyes
  • Adenine