Microscope laser assisted photooxidative activation of bioorthogonal ClickOx probes

Chem Commun (Camb). 2020 May 18;56(40):5425-5428. doi: 10.1039/d0cc01512a. Epub 2020 Apr 14.

Abstract

A photoactivatable fluorogenic tetrazine-rhodaphenothiazine probe was synthesized and studied in light-assisted, bioorthogonal labeling schemes. Experimental results revealed that the bioorthogonally conjugated probe efficiently sensitizes 1O2 generation upon illumination with green or orange light and undergoes self-oxidation leading to an intensely fluorescent sulfoxide product. An added value of the present probe is that it is also suitable for STED super-resolution microscopy using a 660 nm depletion laser.

MeSH terms

  • Animals
  • COS Cells
  • Chlorocebus aethiops
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / radiation effects
  • Lasers
  • Light
  • Microscopy, Confocal / instrumentation
  • Microscopy, Confocal / methods
  • Oxidation-Reduction / radiation effects
  • Phenothiazines / chemistry*
  • Phenothiazines / radiation effects
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / radiation effects
  • Rhodamines / chemistry*
  • Rhodamines / radiation effects
  • Singlet Oxygen / chemistry

Substances

  • Fluorescent Dyes
  • Phenothiazines
  • Photosensitizing Agents
  • Rhodamines
  • Singlet Oxygen