Synthesis and characterization of glucosamine-bound near-infrared probes for optical imaging

Org Lett. 2006 Aug 17;8(17):3623-6. doi: 10.1021/ol060783e.


[structure: see text] Two novel near-infrared (NIR) fluorescent probes have been synthesized by linking a carbocyanine fluorophore and glucosamine through different linkers. These probes demonstrated a high quantum yield, low cytotoxicity, reversible pH-dependent fluorescence in the physiological pH range, and a decreased aggregation tendency in aqueous solutions. In vitro NIR optical imaging studies revealed cellular uptake and strong intracellular NIR fluorescence of these two probes in four breast epithelial cell lines.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Carbocyanines / chemistry*
  • Cell Line
  • Female
  • Fluorescent Dyes / chemical synthesis*
  • Glucosamine / chemical synthesis*
  • Glucosamine / chemistry
  • Humans
  • Hydrogen-Ion Concentration
  • Molecular Structure
  • Spectroscopy, Near-Infrared


  • Carbocyanines
  • Fluorescent Dyes
  • Glucosamine