Mechanism of inactivation of γ-aminobutyric acid aminotransferase by (S)-4-amino-4, 5-dihydro-2-thiophenecarboxylic acid

M Fu, D Nikolic, RB Van Breemen…

Index: Fu, Mengmeng; Nikolic, Dejan; Van Breemen, Richard B.; Silverman, Richard B. Journal of the American Chemical Society, 1999 , vol. 121, # 34 p. 7751 - 7759

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Citation Number: 17

Abstract

(S)-4-Amino-4, 5-dihydro-2-thiophenecarboxylic acid ((S)-6) was previously synthesized (Adams, JL; Chen, TM; Metcalf, BWJ Org. Chem. 1985, 50, 2730-2736.) as a heterocyclic mimic of the natural product gabaculine (5-amino-1, 3-cyclohexadienylcarboxylic acid), a mechanism-based inactivator of γ-aminobutyric acid aminotransferase (GABA-AT)(Rando, RR Biochemistry 1977, 16, 4604). Inactivation of GABA-AT by (S)-6 is time-dependent and ...