7-Nitrobenzofurazan (NBD) derivatives of 5'-N-ethylcarboxamidoadenosine (NECA) as new fluorescent probes for human A(3) adenosine receptors

Bioorg Med Chem Lett. 2001 Dec 3;11(23):3023-6. doi: 10.1016/s0960-894x(01)00610-2.

Abstract

New fluorescent ligands for adenosine receptors (ARs), obtained by the insertion, in the N(6) position of NECA, of NBD-moieties with linear alkyl spacers of increasing length, proved to possess a high affinity and selectivity for the A(3) subtype expressed in CHO cells. In fluorescence microscopy assays, compound 2d, the most active and selective for human A(3)-AR, permitted visualization and localization of this human receptor subtype, showing its potential suitability for internalization and trafficking studies in living cells.

MeSH terms

  • Adenosine-5'-(N-ethylcarboxamide) / chemistry*
  • Animals
  • Benzofurans / chemistry
  • CHO Cells
  • Cell Membrane / metabolism
  • Cells, Cultured
  • Cricetinae
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism*
  • Humans
  • Ligands
  • Microscopy, Fluorescence
  • Nitro Compounds / chemistry
  • Receptor, Adenosine A2A
  • Receptor, Adenosine A3
  • Receptors, Purinergic P1 / genetics
  • Receptors, Purinergic P1 / metabolism*
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism

Substances

  • Benzofurans
  • Fluorescent Dyes
  • Ligands
  • Nitro Compounds
  • Receptor, Adenosine A2A
  • Receptor, Adenosine A3
  • Receptors, Purinergic P1
  • Recombinant Proteins
  • Adenosine-5'-(N-ethylcarboxamide)