SYNTHESIS OF (E)-4-AMINO-2,5-HEXADIENOIC ACID AND (E)-4-AMINO-5-FLUORO-2-PENTENOIC ACID - IRREVERSIBLE INHIBITORS OF 4-AMINOBUTYRATE-2-OXOGLUTARATE AMINOTRANSFERASE
SYNTHESIS OF (E)-4-AMINO-2,5-HEXADIENOIC ACID AND (E)-4-AMINO-5-FLUORO-2-PENTENOIC ACID - IRREVERSIBLE INHIBITORS OF 4-AMINOBUTYRATE-2-OXOGLUTARATE AMINOTRANSFERASE
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DOI：
10.1021/jo00364a049
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发表时间：
1986-07-11
影响因子：
3.6
通讯作者：
JUNG, M
中科院分区：
文献类型：
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作者：
BEY, P;GERHART, F;JUNG, M
4-aminobutyrate-2-oxoglutarateamino-transferase的抑制剂(EC2.6.1.19，GABA-T)是有价值的抗惊厥药物。1-乙烯基γ-氨基丁酸(L)_2和-氟甲基-氨基丁酸(2)_3已被证明是酶激活的不可逆的氨基丁酸-T的抑制剂。失活机制要求1和2是GABA-T的底物。Beart和Johnston4发现GABA的不饱和衍生物(E)-4-氨基甲酸被GABA-T以1.8倍的速率转氨基。在此基础上，1和2的抑制活性有望得到提高。
Inhibitors of 4-aminobutyrate-2-oxoglutarateamino-transferase (EC 2.6. 1.19, GABA-T) are of interest as an-ticonvulsant agents. 1-Vinyl-GABA (l) 2 and-fluoro-methyl-GABA (2) 3 have been demonstrated to be en-zyme-activated irreversible inhibitors of GABA-T. The mechanism of inactivation demands that 1 and 2 be sub-strates of GABA-T. Beartand Johnston4 found that (E)-4-aminocrotonic acid, the, ß-unsaturated derivative of GABA was transaminated by GABA-T at 1.8 times the rate of GABA. On the basis of the result, the inhibitory activities of 1 and 2 could be expected to be increased by