A3539
3-氨基-2,3-二氢苯甲酸 盐酸盐
≥98%
别名:
5-氨基-1,3-环己二烯-1-羧酸 盐酸盐, 格巴库林 盐酸盐
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经验公式（希尔记法）:
C7H9NO2 · HCl
化学文摘社编号:
分子量:
175.61
EC Number:
261-802-6
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
4552667
MDL number:
assay
≥98%
mp
203 °C (dec.) (lit.)
storage temp.
2-8°C
SMILES string
Cl[H].NC1CC(=CC=C1)C(O)=O
InChI
1S/C7H9NO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-3,6H,4,8H2,(H,9,10);1H
InChI key
OBZFLUDUSNCZKL-UHFFFAOYSA-N
Gene Information
human ... GABRG1(2565), GABRG2(2566), GABRG3(2567)
General description
γ-aminobutyric acid (GABA) is an inhibitory neurotransmitter that binds selective transmembrane receptors, resulting in gating of ion channels in the central nervous system. GABA that is released from the receptors is degraded by GABA-transaminase. Gabaculine (3-Amino-2,3-dihydrobenzoic acid) is a neurotoxin that was first isolated from Streptomyces toyocaenis and is a conformationally constrained analog of GABA. Gabaculine inhibits GABA-transaminase, which results in an increase of endogenous GABA in the brain and spinal cord.
Biochem/physiol Actions
3-Amino-2,3-dihydrobenzoic acid hydrochloride potently and specifically inhibits GABA-transaminase (GABA-T), resulting in inhibited degradation of GABA. May inhibit glutamic acid decarboxylase (GAD), though it is 1000-fold more effective as a GABA-T inhibitor than as a GAD inhibitor.
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
Inés Hernández-Fisac et al.
The Biochemical journal, 400(1), 81-89 (2006-07-06)
OMP (oxo-4-methylpentanoic acid) stimulates by itself a biphasic secretion of insulin whereas L-leucine requires the presence of L-glutamine. L-Glutamine is predominantly converted into GABA (gamma-aminobutyric acid) in rat islets and L-leucine seems to promote its metabolism in the 'GABA shunt'
C Piérard et al.
Experimental brain research, 127(3), 321-327 (1999-08-19)
The aim of this work was to study the neurochemical effects in the brain of GABA-transaminase inhibition by systemic administration of gabaculine (100 mg/kg, i.a.) in the rat. In order to investigate neurotransmitter and related amino-acid compartmentation and metabolism, we
Jehoon Yang et al.
Journal of neuroscience methods, 182(2), 236-243 (2009-06-23)
Previous in vivo magnetic resonance spectroscopy (MRS) studies of gamma-aminobutyric acid (GABA) synthesis have relied on (13)C label incorporation into GABA C2 from [1-(13)C] or [1,6-(13)C(2)]glucose. In this study, the [(13)C]GABA C1 signal at 182.3 ppm in the carboxylic/amide spectral
D O'sullivan et al.
The Biochemical journal, 330 ( Pt 2), 627-632 (1998-04-18)
The metabolism of 14C-labelled arginine and ornithine was studied in the isolated, nonrecirculating, perfused rat liver. The catabolism of these amino acids required ornithine aminotransferase since treatment of rats with gabaculine, an inhibitor of this enzyme, decreased substantially the production
Masahiro Irifune et al.
Canadian journal of anaesthesia = Journal canadien d'anesthesie, 54(12), 998-1005 (2007-12-07)
gamma-Aminobutyric acid (GABA) and N-methyl-D-aspartate (NMDA) receptors are important targets for anesthetic action at the in vitro cellular level. Gabaculine is a GABA-trans-aminase inhibitor that increases endogenous GABA in the brain, and enhances GABA activity. We have recently shown that
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