From Wikipedia, the free encyclopedia
γ-Acetylenic GABA
[1]
Names
IUPAC name
4-Aminohex-5-ynoic acid
Other names
Γ-Acetylenic-GABA 4-Amino-5-hexynoic acid
Identifiers
ChEMBL
ChemSpider
ECHA InfoCard
100.165.059
EC Number
UNII
InChI=1S/C6H9NO2/c1-2-5(7)3-4-6(8)9/h1,5H,3-4,7H2,(H,8,9)
Key: BJNIHWSOVCDBHS-UHFFFAOYSA-N
Properties
C 6 H 9 N O 2
Molar mass
127.143 g·mol−1
Hazards
GHS labelling :
[2]
Warning
H315 ,
H319 ,
H335
P261 ,
P264 ,
P264+P265 ,
P271 ,
P280 ,
P302+P352 ,
P304+P340 ,
P305+P351+P338 ,
P319 ,
P321 ,
P332+P317 ,
P337+P317 ,
P362+P364 ,
P403+P233 ,
P405 ,
P501
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
γ-Acetylenic GABA , also known as 4-aminohex-5-ynoic acid is a potent and
irreversible inhibitor of
GABA-T .
[3]
Mechanism of action
Like other
GABA-T inhibitors , γ-acetylenic GABA causes GABA levels in the brain to be elevated. This is due to
4-aminobutyrate transaminase being the enzyme that converts
γ-aminobutyric acid to
L -glutamate . Inhibiting the enzyme stops this conversion from happening.
Potential uses
Anti convulsant
Continuous administration of γ-acetylenic GABA on rats during four days was able to reduce or completely stop seizures that were induced by
amygdala overstimulation.
[4]
Treatment of tardive dyskinesia
A study has showed that γ-acetylenic GABA could reduce
tardive dyskinesia symptoms. This result mostly happened in subjects receiving higher doses.
[5]
References
^
https://pubchem.ncbi.nlm.nih.gov/compound/4-Aminohex-5-ynoic-acid
^
"4-Aminohex-5-ynoic acid" . pubchem.ncbi.nlm.nih.gov .
^ Tell, Guy; Böhlen, Peter; Schechter, Paul J.; Koch-Weser, Jan; Agid, Yves; Bonnet, A. M.; Coquillat, Gilles; Chazot, Guy; Fischer, Catherine (February 1981).
"Treatment of Huntington disease with γ ‐acetylenic GABA, an irreversible inhibitor of GABA‐ transaminase: Increased CSF GABA and homocarnosine without clinical amelioration" . Neurology . 31 (2): 207.
doi :
10.1212/WNL.31.2.207 .
ISSN
0028-3878 .
^ Myslobodsky, M. S.; Valenstein, E. S. (April 1980).
"Amygdaloid kindling and the GABA system" . Epilepsia . 21 (2): 163–175.
doi :
10.1111/j.1528-1157.1980.tb04058.x .
hdl :
2027.42/66112 .
ISSN
0013-9580 .
PMID
7358042 .
^ Casey, Daniel E.; Gerlach, Jes; Magelund, Gerhard; Christensen, Torben Rosted (1980-12-01).
"γ-Acetylenic GABA in Tardive Dyskinesia" . Archives of General Psychiatry . 37 (12): 1376–1379.
doi :
10.1001/archpsyc.1980.01780250062007 .
ISSN
0003-990X .
Transporter
GAT Tooltip GABA transporter
VIAAT Tooltip Vesicular inhibitory amino acid transporter
Enzyme
GAD Tooltip Glutamate decarboxylase
GABA-T Tooltip γ-Aminobutyrate aminotransferase
Other