Bioorganic & medicinal chemistry letters

Structural modifications of (1S, 3S)-3-amino-4-difluoromethylenecyclopentanecarboxylic acid, a potent irreversible inhibitor of GABA aminotransferase

H Yuan, RB Silverman

Index: Yuan, Hai; Silverman, Richard B. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 6 p. 1651 - 1654

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Citation Number: 20

Abstract

Low brain levels of the inhibitory neurotransmitter γ-aminobutyric acid (GABA) lead to convulsions. Inhibition of GABA aminotransferase increases the concentration of GABA and can terminate the convulsions. Earlier we reported the synthesis of (1S, 3S)-3-amino-4- difluoromethylenecyclopentanecarboxylic acid (2), which is 186 times more potent an inactivator of GABA aminotransferase than the epilepsy drug S-vigabatrin. The ...

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