Name | (S)-2,4-Diaminobutanoic acid hydrobromide |
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Synonyms |
(S)-2,4-bis-benzyloxycarbonylamino-butyric acid
(S)-2,4-Bis-benzyloxycarbonylamino-buttersaeure (S)-2,4-diamino-butyric acid,hydrobromide (2S)-2,4-Diaminobutanoic acid hydrobromide (1:1) Butanoic acid, 2,4-diamino-, (2S)-, hydrobromide (1:1) (S)-2,4-Diamino-buttersaeure,Hydrobromid N,N'-Cbz-L-2,4-diaminobutanoic acid Z-DAB(Z)-OH |
Description | L-DABA (L-2,4-Diaminobutyric acid) hydrobromide is a week GABA transaminase inhibitor with an IC50 of larger than 500 μM; exhibits antitumor activity in vivo and in vitro. |
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Related Catalog | |
Target |
IC50: larger than 500 μM (GABA transaminase)[1] |
In Vitro | The tumor cells are irreversibly and totally damaged by incubation with 10 mM L-2,4-Diaminobutyric acid for 24 h at 37°C. The cell-destructive effect by L-DABA hydrobromide is probably due to an osmotic lysis induced by the non-saturated intracellular accumulation of L-DABA hydrobromide. The harmful effect of L-DABA hydrobromide could be abolished by concomitant incubation with L-alanine and L-methionine[1]. Kinetic studies indicates that L-DABA hydrobromide is a non-linear, non-competitive inhibitor of GABA transaminase activity. The L-DABA hydrobromide-induced elevation of GABA levels parallels the inhibition of GABA transaminase activity[2]. L-2,4-Diaminobutyric acid, an amino acid analogue, produceS a cytolytic effect with a human glioma cell line, SKMG-1, and normal human fibroblasts. The concentrations of L-DABA hydrobromide necessary to reduce the cell count to 50% of control following a 24-h incubation at 37°C are 12.5 mM for the human fibroblasts and 20 mM for the glioma cell line[3]. |
In Vivo | Treatment with L-DABA hydrobromide results in 43.4% reduction of tumor growth[1]. L-DABA hydrobromide is a more effective inhibitor of GABA transaminase in vivo than in vitro[2]. |
References |
Molecular Formula | C4H11BrN2O2 |
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Molecular Weight | 199.05 |
Exact Mass | 198.000381 |
PSA | 89.34000 |
LogP | 1.10580 |
~% 73143-97-2 |
Literature: Jones; Crockett, Alan K. Tetrahedron Letters, 1993 , vol. 34, # 46 p. 7459 - 7462 |
Precursor 1 | |
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DownStream 0 |