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2,4-Diaminobutyric acid

From Wikipedia, the free encyclopedia

2,4-Diaminobutyric acid
Names
IUPAC name
2,4-diaminobutanoic acid
Other names
α,γ-diaminobutanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 206-166-2
UNII
  • Key: OGNSCSPNOLGXSM-UHFFFAOYSA-N
  • InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)
  • C(CN)C(C(=O)O)N
Properties
C4H10N2O2
Molar mass 118.136 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2,4-Diaminobutyric acid, also known as DABA, is GABA-T non-competitive inhibitor and a GABA reuptake inhibitor.

Mechanism of action

DABA's main action is being an inhibitor of GABA transaminase, an enzyme that converts GABA back to glutamate. When the enzyme is inhibited, this conversion cannot happen, therefore, GABA levels are elevated.[1]

It has also been observed that 2,4-diaminobutyric acid is a GABA reuptake inhibitor.[2] This action further elevates levels of GABA.

Toxicity

In addition to being a neurotoxin, DABA can also cause liver damage.

Its potential as an anticonvulsant is unclear, it has been shown to have anticonvulsant properties against picrotoxin, but over the long term, it could paradoxically cause convulsions.[2][3]

References

  1. ^ Beart, P.M.; Bilal, Khalidah (1977). "L-2,4-Diaminobutyric acid and the GABA system". Neuroscience Letters. 5 (3–4): 193–198. doi:10.1016/0304-3940(77)90046-5. PMID 19604993. S2CID 34289803.
  2. ^ a b Taberner, P. V.; Pycock, C. J. (1981). "The Effects of GABA Uptake Inhibitors including 2, 4-Diaminobutyric Acid on GABA Metabolism in vivo". Central Neurotransmitter Turnover. pp. 177–182. doi:10.1007/978-1-4615-9778-0_12. ISBN 978-1-4615-9780-3.
  3. ^ O'Neal, R. M.; Chen, C. H.; Reynolds, C. S.; Meghal, S. K.; Koeppe, R. E. (1968). "The 'neurotoxicity' of L-2,4-diaminobutyric acid". The Biochemical Journal. 106 (3): 699–706. doi:10.1042/bj1060699. PMC 1198561. PMID 5639925.
This page was last edited on 4 February 2024, at 23:42
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