CAS: 130830-78-3; (2R,4R)-Pyrrolidine-2,4-Dicarboxylic Acid

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64927-38-4 130830-73-8 99319-03-6

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N-(benzyloxycarbonyl)-cis-4-carboxy-D-proline (2R,4R)-2-carbomethoxy-4-(2-methylethenyl)-N-vinyloxicarbonylpyrrolidine (2R,4R)-1-benzoyl-2,4-pyrrolidinedicarboxylic acid (-)-2-azabicyclo[2.2.1]hept-5-en-3-one

📜N-(Benzyloxycarbonyl)-Cis-4-Carboxy-D-Proline Dimethyl Ester置于palladium On Activated Charcoal Sodium Hydroxide,氢气体系中,用 四氢呋喃,甲醇,水 用作溶剂,化学反应 1.33H,反应生成(2R,4R)-2,4-吡咯烷二甲酸
参考文献:Conformationally Defined Neurotransmitter Analogs. Selective Inhibition Of Glutamate Uptake By One Pyrrolidine-2,4-Dicarboxylate Diastereomer
标题:Conformationally Defined Neurotransmitter Analogs. Selective Inhibition Of Glutamate Uptake By One Pyrrolidine-2,4-Dicarboxylate Diastereomer
摘要:In Order To Determine The Conformational Requirements For Binding Of L-Glutamate To The Proteins Involved In The Process Of Neurotransmission,Rigid Analogues Containing An Embedded Glutamate Moiety Have Been Prepared. These ''Conformer Mimics'',The Pyrrolidine-2,4-Dicarboxylates 4,7,11,And 14,Were Synthesized From Commercially Available Trans-4-Hydroxy-L-Proline And Cis-4-Hydroxy-D-Proline,And Then Were Tested For Their Ability To Inhibit The High-Affinity Transport Of [h-3]-L-Glutamate Into Synaptosomes And To Block The Binding Of Radioligands To The Nmda (N-Methyl-D-Aspartate),Ka (Kainate),And Qa (Quisqualate) Glutamate Neurotransmitter Receptor Sites. While None Of The Four Analogues Binds Effectively To The Excitatory Receptors,The L-Trans-Isomer 7 Is A Potent And Selective Competitive Inhibitor Of L-Glutamate Transport. These Results Delineate A Specific Structural/conformational Preference For Binding To The Uptake System That Is Distinct From That Required For Binding To The Nmda,Ka,And Qa Receptors.
Doi:10.1021/jm00106A037