A low affinity adenosine binding protein named adenotin was recently distinguished from adenosine A(2A) receptors. Its identity or striking amino-terminal homology with stress protein sequences suggests that adenotin could play an important role in the regulation of different cellular functions. Some adenosine and adenosine (5'-N-alkylcarboxamide) derivatives, like 2-chloroadenosine 5'-(N-methyl-carboxamide (2-CIMECA), showed high affinity for both adenotin and adenosine receptors. In order to characterize selective adenotin ligands the synthesis of the 2-chloro-3'-deoxyMECA was undertaken, on the basis that removing of hydroxyl groups from the sugar moiety of adenosine derivatives greatly compromises adenosine receptor affinity. The new nucleoside showed high affinity for adenotin combined with a very good selectivity toward adenosine receptors.
Synthesis and biological activity of 3'-deoxy derivative of adenosine (5'-N-methylcarboxamide) (MECA)
CAMAIONI, Emidio;
1996
Abstract
A low affinity adenosine binding protein named adenotin was recently distinguished from adenosine A(2A) receptors. Its identity or striking amino-terminal homology with stress protein sequences suggests that adenotin could play an important role in the regulation of different cellular functions. Some adenosine and adenosine (5'-N-alkylcarboxamide) derivatives, like 2-chloroadenosine 5'-(N-methyl-carboxamide (2-CIMECA), showed high affinity for both adenotin and adenosine receptors. In order to characterize selective adenotin ligands the synthesis of the 2-chloro-3'-deoxyMECA was undertaken, on the basis that removing of hydroxyl groups from the sugar moiety of adenosine derivatives greatly compromises adenosine receptor affinity. The new nucleoside showed high affinity for adenotin combined with a very good selectivity toward adenosine receptors.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
