A novel fluoro-chromogenic click reaction for the labelling of proteins and nanoparticles with near-IR theranostic agents

Chem Commun (Camb). 2015 Apr 4;51(26):5586-9. doi: 10.1039/c4cc09070e.

Abstract

Reaction of porphycene isothiocyanates with primary and secondary amines leads to the formation of thiazolo[4,5-c]porphycenes, with a substantial shift in the absorption and fluorescence spectra. The conjugates show fluorescence in the near-infrared and are capable of photosensitizing the production of the cytotoxic species singlet oxygen.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry
  • Click Chemistry*
  • Fluorescence
  • Infrared Rays
  • Isothiocyanates / chemistry
  • Molecular Structure
  • Nanoparticles / chemistry*
  • Porphyrins / chemical synthesis
  • Porphyrins / chemistry*
  • Proteins / chemistry*
  • Quantum Theory
  • Singlet Oxygen / chemistry
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Theranostic Nanomedicine*
  • Thiazoles / chemical synthesis
  • Thiazoles / chemistry*

Substances

  • Amines
  • Isothiocyanates
  • Porphyrins
  • Proteins
  • Thiazoles
  • Singlet Oxygen