7-Nitrobenzofurazan (NBD) derivatives of 5'-N-ethylcarboxamidoadenosine (NECA) as new fluorescent probes for human A(3) adenosine receptors.
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.
Macchia
M
M
Dipartimento di Scienze Farmaceutiche, Università di Pisa, via Bonanno 6, 56126 Pisa, Italy. mmacchia@farm.unipi.it
Salvetti
F
F
Bertini
S
S
Di Bussolo
V
V
Gattuso
L
L
Gesi
M
M
Hamdan
M
M
Klotz
K N
KN
Laragione
T
T
Lucacchini
A
A
Minutolo
F
F
Nencetti
S
S
Papi
C
C
Tuscano
D
D
Martini
C
C
D019830:Adenosine-5'-(N-ethylcarboxamide) / Q000737:chemistry*; D000818:Animals; D001572:Benzofurans / Q000737:chemistry; D016466:CHO Cells; D002462:Cell Membrane / Q000378:metabolism; D002478:Cells, Cultured; D006224:Cricetinae; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism*; D006801:Humans; D008024:Ligands; D008856:Microscopy, Fluorescence; D009574:Nitro Compounds / Q000737:chemistry; D043705:Receptor, Adenosine A2A; D043684:Receptor, Adenosine A3; D018047:Receptors, Purinergic P1 / Q000235:genetics / Q000378:metabolism*; D011994:Recombinant Proteins / Q000235:genetics / Q000378:metabolism
D001572:Benzofurans; D005456:Fluorescent Dyes; D008024:Ligands; D009574:Nitro Compounds; D043705:Receptor, Adenosine A2A; D043684:Receptor, Adenosine A3; D018047:Receptors, Purinergic P1; D011994:Recombinant Proteins; D019830:Adenosine-5'-(N-ethylcarboxamide)