title: Conformational analysis of carboxyphenylglycine (CPG) derivatives: insight into bioactive and bioselective conformations of group-I mGluRs antagonists.
abstract: A series of carboxyphenylglycine (CPG) derivatives, endowed with diverse activity and selectivity at metabotropic glutamate receptors (mGluRs), were subjected to an extensive conformational analysis by employing molecular mechanics, semiempirical and ab initio methods. The comparison of the conformational profiles of active and inactive CPGs suggests a possible bioactive conformation characterized by a value of 10 degrees for the N-Calpha-C1Ph-C2Ph angle, with this conformation characterized by ammonium group of the amino acid moiety lying on the plane defined by the aromatic ring.
authors.affiliation: Dipartimento di Chimica e Tecnologia del Farmaco, Università di Perugia, Italy.
authors.forename: A
authors.initials: A
authors.lastname: Macchiarulo
authors.forename: A
authors.initials: A
authors.lastname: Entrena Guadix
authors.forename: G
authors.initials: G
authors.lastname: Costantino
mesh_terms: D005998:Glycine / Q000031:analogs & derivatives / Q000737:chemistry* / Q000494:pharmacology*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D018094:Receptors, Metabotropic Glutamate / Q000037:antagonists & inhibitors* / Q000145:classification*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
chemical_list: D018094:Receptors, Metabotropic Glutamate; C453101:carboxyphenylglycine; D005998:Glycine