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Dimethyl Dihydrophenazine: A Highly Conjugated Auxochrome in Fluorophores to Improve Photostability, Red-Shift Wavelength, and Enlarge Stokes Shift.

Xiaojie RenSheng YangBenhua WangChaoyi YaoQing LiuXiangzhi Song
Published in: Analytical chemistry (2024)
5,10-Dimethyl-5,10-dihydrophenazine ( MP ) is utilized as an effective auxochrome, leveraging its highly conjugated structure to enhance the photophysical and photochemical properties of fluorophores. As illustrated in the difluoride-boron complex and coumarin fluorophores, the extensive conjugation of MP auxochrome substantially red-shifts the absorption/emission wavelengths and increases Stokes shift due to the intensified intramolecular charge transfer effect; notably, MP auxochrome effectively improves fluorophores' photostability by mitigating photooxidative reactions through enhanced electron density delocalization on nitrogen atoms and increased ionization potential. Importantly, MP-based fluorophores demonstrate applicability in stimulated emission depletion nanomicroscopy, showcasing their utility in lipid droplet labeling.
Keyphrases
  • fluorescent probe
  • photodynamic therapy
  • single cell
  • high throughput
  • risk assessment
  • mass spectrometry
  • high resolution
  • liquid chromatography