Enzymic resolution and binding to rat brain membranes of the glutamic acid agonist .alpha.-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid

The enantiomers of the glutamic acid central nervous system receptor agonist alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) were prepared via kinetic resolution of the racemic N-acetylated 3-methoxy derivative by reusable, immobilized aminoacylase. L-AMPA was more effective (IC50 =...

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Veröffentlicht in:	Journal of medicinal chemistry 1983-06, Vol.26 (6), p.901-903
Hauptverfasser:	Hansen, Jan J, Lauridsen, Joern, Nielsen, Elsebet, Krogsgaard-Larsen, Povl
Format:	Artikel
Sprache:	eng
Schlagworte:	alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Animals Brain - metabolism Glutamates - metabolism Glutamic Acid Ibotenic Acid - analogs & derivatives Ibotenic Acid - metabolism Kinetics Oxazoles - metabolism Rats Stereoisomerism
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container_end_page	903
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container_title	Journal of medicinal chemistry
container_volume	26
creator	Hansen, Jan J Lauridsen, Joern Nielsen, Elsebet Krogsgaard-Larsen, Povl
description	The enantiomers of the glutamic acid central nervous system receptor agonist alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) were prepared via kinetic resolution of the racemic N-acetylated 3-methoxy derivative by reusable, immobilized aminoacylase. L-AMPA was more effective (IC50 = 0.6 microM) than D-AMPA (IC50 = 4.8 microM) in displacing racemic [3H]AMPA from binding sites on rat brain synaptic membranes in agreement with their relative in vivo excitatory potencies.
doi_str_mv	10.1021/jm00360a021
format	Article
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Med. Chem</addtitle><date>1983-06</date><risdate>1983</risdate><volume>26</volume><issue>6</issue><spage>901</spage><epage>903</epage><pages>901-903</pages><issn>0022-2623</issn><eissn>1520-4804</eissn><abstract>The enantiomers of the glutamic acid central nervous system receptor agonist alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) were prepared via kinetic resolution of the racemic N-acetylated 3-methoxy derivative by reusable, immobilized aminoacylase. L-AMPA was more effective (IC50 = 0.6 microM) than D-AMPA (IC50 = 4.8 microM) in displacing racemic [3H]AMPA from binding sites on rat brain synaptic membranes in agreement with their relative in vivo excitatory potencies.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>6133955</pmid><doi>10.1021/jm00360a021</doi><tpages>3</tpages></addata></record>
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source	MEDLINE; American Chemical Society Journals
subjects	alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Animals Brain - metabolism Glutamates - metabolism Glutamic Acid Ibotenic Acid - analogs & derivatives Ibotenic Acid - metabolism Kinetics Oxazoles - metabolism Rats Stereoisomerism
title	Enzymic resolution and binding to rat brain membranes of the glutamic acid agonist .alpha.-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
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