title: Structural determinants of substrates and inhibitors: probing glutamate transporters with 2,4-methanopyrrolidine-2,4-dicarboxylate.
abstract: Using an intramolecular [2 + 2] photocyclization, 2,4-methanopyrrolidine-2,4-dicarboxylate was prepared as a conformationally locked analogue of glutamate. This compound, in combination with two other pyrrolidine dicarboxylates, has been used to define the structural elements that differentiate substrate and nonsubstrate inhibitors of a high-affinity, sodium-dependent glutamate transporter.
authors.affiliation: Dept. of Chemistry, University of Montana, Missoula 59812, USA.
authors.forename: C S
authors.initials: CS
authors.lastname: Esslinger
authors.forename: H P
authors.initials: HP
authors.lastname: Koch
authors.forename: M P
authors.initials: MP
authors.lastname: Kavanaugh
authors.forename: D P
authors.initials: DP
authors.lastname: Philips
authors.forename: A R
authors.initials: AR
authors.lastname: Chamberlin
authors.forename: C M
authors.initials: CM
authors.lastname: Thompson
authors.forename: R J
authors.initials: RJ
authors.lastname: Bridges
mesh_terms: D018528:ATP-Binding Cassette Transporters / Q000037:antagonists & inhibitors*; D027322:Amino Acid Transport System X-AG; D000818:Animals; D003998:Dicarboxylic Acids / Q000138:chemical synthesis*; D018698:Glutamic Acid / Q000031:analogs & derivatives*; D008297:Male; D008968:Molecular Conformation; D011759:Pyrrolidines / Q000138:chemical synthesis*; D051381:Rats; D017207:Rats, Sprague-Dawley
chemical_list: C116658:2,4-methanopyrrolidine-2,4-dicarboxylate; D018528:ATP-Binding Cassette Transporters; D027322:Amino Acid Transport System X-AG; D003998:Dicarboxylic Acids; D011759:Pyrrolidines; D018698:Glutamic Acid