Structural determinants of substrates and inhibitors : Probing glutamate transporters with 2,4-methanopyrrolidine-2,4-dicarboxylate

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 subs...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 1998-11, Vol.8 (21), p.3101-3106
Hauptverfasser: ESSLINGER, C. S, KOCH, H. P, KAVANAUGH, M. P, PHILIPS, D. P, CHAMBERLIN, A. R, THOMPSON, C. M, BRIDGES, R. J
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container_end_page 3106
container_issue 21
container_start_page 3101
container_title Bioorganic & medicinal chemistry letters
container_volume 8
creator ESSLINGER, C. S
KOCH, H. P
KAVANAUGH, M. P
PHILIPS, D. P
CHAMBERLIN, A. R
THOMPSON, C. M
BRIDGES, R. J
description 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.
doi_str_mv 10.1016/S0960-894X(98)00560-5
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source MEDLINE; Access via ScienceDirect (Elsevier)
subjects Amino Acid Transport System X-AG
Animals
ATP-Binding Cassette Transporters - antagonists & inhibitors
Biological and medical sciences
Dicarboxylic Acids - chemical synthesis
Glutamatergic system (aspartate and other excitatory aminoacids)
Glutamic Acid - analogs & derivatives
Male
Medical sciences
Molecular Conformation
Neuropharmacology
Neurotransmitters. Neurotransmission. Receptors
Pharmacology. Drug treatments
Pyrrolidines - chemical synthesis
Rats
Rats, Sprague-Dawley
title Structural determinants of substrates and inhibitors : Probing glutamate transporters with 2,4-methanopyrrolidine-2,4-dicarboxylate
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