Near-infrared fluorescent indolizine-dicyanomethylene-4H-pyran hybrids for viscosity imaging in living cells

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Aug 5:316:124330. doi: 10.1016/j.saa.2024.124330. Epub 2024 Apr 23.

Abstract

The development of near-infrared organic fluorescent dyes with tunable emission profiles is highly required in the field of biological sensing and imaging. In this paper, we designed and synthesized two organic fluorescent dyes, DCM-1 and DCM-2, through the hybridization of indolizine and dicyanomethylene-4H-pyran skeleton. These two compounds show near-infrared fluorescence with emission maximum approximately at 640 and 680 nm, respectively. Notably, both DCM-1 and DCM-2 have specific responses to viscosity without being interfered by biological relevant species. Cell experiments demonstrate that DCM-1 and DCM-2 can detect dynamic changes in viscosity within living cells, suggesting their potential applications in chemical biology research.

Keywords: Dicyanomethylene-4H-pyran; Indolizine; NIR emission; Organic fluorescent dyes; Viscosity.

MeSH terms

  • Fluorescent Dyes* / chemical synthesis
  • Fluorescent Dyes* / chemistry
  • HeLa Cells
  • Humans
  • Indolizines* / chemical synthesis
  • Indolizines* / chemistry
  • Pyrans* / chemistry
  • Spectrometry, Fluorescence
  • Spectroscopy, Near-Infrared / methods
  • Viscosity

Substances

  • Indolizines
  • Fluorescent Dyes
  • Pyrans
  • indolizine