Chromogenic and fluorogenic sensing of biological thiols in aqueous solutions using BODIPY-based reagents

Org Lett. 2013 Jan 4;15(1):216-9. doi: 10.1021/ol303306s. Epub 2012 Dec 20.

Abstract

Judicious design of BODIPY dyes carrying nitroethenyl substituents in conjugation with the BODIPY core yields dyes that respond to biological thiols by both absorbance and emission changes. Incorporation of solubilizing ethyleneglycol units ensures water solubility. The result is bright signaling of biologically relevant thiols in the longer wavelength region of the visible spectrum and in aqueous solutions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemical synthesis*
  • Boron Compounds / chemistry
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Indicators and Reagents
  • Molecular Structure
  • Solutions
  • Sulfhydryl Compounds / analysis*
  • Water / chemistry

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Indicators and Reagents
  • Solutions
  • Sulfhydryl Compounds
  • Water