Fluorescent probes for adenosine receptors: synthesis and biology of N6-dansylaminoalkyl-substituted NECA derivatives.
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.
Macchia
M
M
GlaxoWellcome Medicines Research Center, Verona, Italy. mmacchia@farm.unipi.it
Salvetti
F
F
Barontini
S
S
Calvani
F
F
Gesi
M
M
Hamdan
M
M
Lucacchini
A
A
Pellegrini
A
A
Soldani
P
P
Martini
C
C
D019830:Adenosine-5'-(N-ethylcarboxamide) / Q000031:analogs & derivatives*; D000818:Animals; D003619:Dansyl Compounds / Q000138:chemical synthesis*; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000378:metabolism; D011869:Radioligand Assay; D051381:Rats; D018047:Receptors, Purinergic P1 / Q000032:analysis*; D013329:Structure-Activity Relationship
D003619:Dansyl Compounds; D005456:Fluorescent Dyes; D018047:Receptors, Purinergic P1; D019830:Adenosine-5'-(N-ethylcarboxamide)