A novel long excitation/emission wavelength fluorophore as platform utilized to construct NIR probes for bioimaging and biosensing

Bioorg Chem. 2022 Oct:127:105954. doi: 10.1016/j.bioorg.2022.105954. Epub 2022 Jun 17.

Abstract

Near-infrared (NIR) fluorophores, especially dicyano-based fluorophores and xanthene-based hemicyanines, have beenput high expectation in bioimaging application due to their excellent optical properties. However, they suffer from inherentshortagessuch as short excitation/emission wavelength (less than 700 nm) or small Stokes shift (20-50 nm). Herein, we constructed a novel NIR dicyano-based fluorophore (DCO-HBTN). Toourknowledge, it is the first reported dicyano-based fluorophore of which the excitation/emission wavelength is more than 650 nm and Stokes shift is more than 100 nm. To demonstrate the feasibility of our efforts, we developed two NIR fluorescent probes (Probe-Cys and Probe-H2S) based on the fluorophore, Probe-Cys displayed good selective and highly sensitive (LOD = 0.28 μM) recognition of Cys over Hcy and GSH, which was used to visualize endogenous Cys in tumor tissue. Probe-H2S exhibited an. excellent specific and sensitive (LOD = 0.11 μM) response to H2S, which was applied in monitoring H2S releasing from the prodrug in vitro and in vivo.

Keywords: Cys/H(2)S; Dicyano-based fluorophore; In vitro/vivo; NIRF probe.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cysteine
  • Fluorescent Dyes*
  • HeLa Cells
  • Humans
  • Xanthenes*

Substances

  • Fluorescent Dyes
  • Xanthenes
  • Cysteine