(2R,1 ' S,2 ' R,3 ' S)-2-(2 '-carboxy-3 '-phenylcyclopropyl)glycine (PCCG-13), the first potent and selective competitive antagonist of phospholipaseD-coupled metabotropic glutamate receptors: Asymmetric synthesis and preliminary biological properties

The asymmetric synthesis of(2R,1'S,2'R,3'S)-2-(2'-carboxy-3'-phenylcyclopro pyl)glycine (PCCG13 ), a trisubstituted carboxycyclopropylglycine endowed w ith unusual stereochemical features, is described. Preliminary biological e valuation demonstrates PCCG-13 as a very potent and selective competitive a ntagonist for the novel class of metabotropic glutamate (mGlu) receptors co upled to the activity of phospholipase D (PLD). PCCG-13 is therefore a usef ul tool for the exploration of the physiopathological role of this novel cl ass of receptors.