Fluorescent probes for adenosine receptors: synthesis and biology of N6-dansylaminoalkyl-substituted NECA derivatives

Bioorg Med Chem Lett. 1998 Nov 17;8(22):3223-8. doi: 10.1016/s0960-894x(98)00582-4.

Abstract

New fluorescent ligands for adenosine receptors are described; these compounds were obtained by the insertion, in the N6 position of NECA (a potent adenosine agonist), of dansylaminoalkyl moieties with alkyl spacers of increasing carbon chain length (from 3 to 12). Among them, the compound with a C6 alkyl spacer proved to be the most interesting one, showing a marked selectivity for the A1 receptor subtype; furthermore, in fluorescence microscopy assays it proved to be able to visualize and localize this receptor subtype at the level of the molecular layer of the rate cerebellar cortex.

MeSH terms

  • Adenosine-5'-(N-ethylcarboxamide) / analogs & derivatives*
  • Animals
  • Dansyl Compounds / chemical synthesis*
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / metabolism
  • Radioligand Assay
  • Rats
  • Receptors, Purinergic P1 / analysis*
  • Structure-Activity Relationship

Substances

  • Dansyl Compounds
  • Fluorescent Dyes
  • Receptors, Purinergic P1
  • Adenosine-5'-(N-ethylcarboxamide)