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73143-97-2

73143-97-2 structure
73143-97-2 structure
  • Name: L-DABA hydrobromide
  • Chemical Name: (S)-2,4-Diaminobutanoic acid hydrobromide
  • CAS Number: 73143-97-2
  • Molecular Formula: C4H11BrN2O2
  • Molecular Weight: 199.05
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel GABA Receptor
  • Create Date: 2016-11-11 03:56:38
  • Modify Date: 2025-08-28 11:11:50
  • 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.
Name (S)-2,4-Diaminobutanoic acid hydrobromide
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.
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

[1]. Ronquist G, et al. Antitumor activity of L-2,4 diaminobuturic acid against mouse fibrosarcoma cells in vitro and in vivo. J Cancer Res Clin Oncol. 1980;96(3):259-68.  

[2]. Beart PM, et al. l-2,4-Diaminobutyric acid and the GABA system. Neurosci Lett. 1977 Jul;5(3-4):193-8.  

[3]. Panasci L, et al. The cytolytic effect of L-2,4 diaminobutyric acid with malignant glioma cells and fibroblasts. Cancer Chemother Pharmacol. 1988;21(2):143-4.  

Molecular Formula C4H11BrN2O2
Molecular Weight 199.05
Exact Mass 198.000381
PSA 89.34000
LogP 1.10580
62234-29-1 structure

62234-29-1

~%

73143-97-2 structure

73143-97-2

Literature: Jones; Crockett, Alan K. Tetrahedron Letters, 1993 , vol. 34, # 46 p. 7459 - 7462
Precursor  1

DownStream  0

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