[Absolute configuration of the diastereoisomer of 2-amino-3-(1,2-dicarboxyethylthio) propanoic acid from Amanita pantherina].
Four stereoisomers of 2-amino-3-(1,2-dicarboxyethylthio) propanoic acid were prepared by reaction of L- and D-cysteine with fumaric acid. The absolute configuration of the diastereoisomer of 2-amino-3-(1,2-dicarboxyethylthio) propanoic acid from Amanita pantherina were assigned as (2R, 1'R) and (2R, 1'S) by analysis of the optical properties. Pharmacological tests showed that all of the four stereoisomers inhibited the depolarization of NMDA on spinal motorneurones in newborn rats, The inhibition intensity of L-A, D-A and D-B were higher than that of L-B.
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Institute of Marine Drugs and Foods, Ocean University of Qingdao, Qingdao 266003.
Fushiya
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Nozoe
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D000545:Amanita / Q000737:chemistry*; D000818:Animals; D000831:Animals, Newborn; D003545:Cysteine / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D008968:Molecular Conformation; D009046:Motor Neurons / Q000502:physiology; D051381:Rats; D016194:Receptors, N-Methyl-D-Aspartate / Q000037:antagonists & inhibitors; D013116:Spinal Cord / Q000166:cytology; D013237:Stereoisomerism
D016194:Receptors, N-Methyl-D-Aspartate; C017212:S-(1,2-dicarboxyethyl)cysteine; D003545:Cysteine