A NIR BODIPY dye bearing 3,4,4a-trihydroxanthene moieties

Org Biomol Chem. 2012 Sep 14;10(34):6861-5. doi: 10.1039/c2ob26218e. Epub 2012 Jul 25.

Abstract

A novel 3,4,4a-trihydroxanthene-fused pyrrole 2 was synthesized by the reaction of 2,3,4,4a-tetrahydro-1H-xanthen-1-one with 3-phenyl-2H-azirine in the presence of LDA. Utilizing this pyrrole 2, a NIR BODIPY 1 (λ(abs) = 732 nm, λ(em) = 747 nm) has been prepared. The new BODIPY 1 was stable, non-cytotoxic, and suited to labeling living cells for imaging assay in the NIR region.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemical synthesis
  • Boron Compounds / chemistry*
  • Boron Compounds / metabolism
  • Boron Compounds / toxicity
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism
  • Fluorescent Dyes / toxicity
  • Hep G2 Cells
  • Humans
  • Infrared Rays*
  • Pyrroles / chemistry
  • Xanthenes / chemistry*

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Pyrroles
  • Xanthenes