A Bodipy as a luminescent probe for detection of the G protein estrogen receptor (GPER)

Org Biomol Chem. 2015 Nov 14;13(42):10437-41. doi: 10.1039/c5ob01827g. Epub 2015 Sep 24.

Abstract

We report the rational design, based on docking simulations, and synthesis of the first fluorescent and selective probe of GPER for bioimaging purposes and functional dissecting studies. It has been conceived as a Bodipy derivative and obtained by accessible and direct synthesis. Its optical properties have been measured in different solvents, showing insensitivity to their polarity. Its binding to GPER was achieved by competition assays with [3H]E2 and [5,6-3H] nicotinic acid in ER-negative and GPER-positive SkBr3 breast cancer cells. SkBr3 cells, transfected with a GPER expression vector containing a FLAG tag, were used to confirm that the fluorophore binds to GPER in a specific manner.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • Boron Compounds / chemistry*
  • Cells, Cultured
  • Chemistry Techniques, Analytical / instrumentation
  • Chemistry Techniques, Analytical / methods*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Receptors, G-Protein-Coupled / analysis*

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Receptors, G-Protein-Coupled