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A series of analogues of the novel diiodotyrosine derived NMDA glycine-site ligand
(R)-4
was prepared in which the aryl substitution, chain length and amino acid groups were varied. The key structural features for binding are the α-amino acid function, having the (
R) absolute stereochemistry, the 3,5-diiodo substituted aromatic ring and a lipophilic group attached at the phenolic oxygen of the tyrosine moiety.
Analogues of the novel diiodotyrosine derived NMDA glycine-site ligand
(R)-4
(IC
50 0.43μM vs [
3H]L-689,560) were prepared in which the aryl substitution, chain length and amino acid groups were varied. The key structural features for binding are the α-amino acid function, having the (
R) absolute stereochemistry, the 3,5-diiodo substituted aromatic ring and a lipophilic group attached at the phenolic oxygen of the tyrosine moiety.