G012
γ-Aminobutyric acid
Synonym(s):
3-Carboxypropylamine, 4-Aminobutanoic acid, GABA, Piperidic acid, Piperidinic acid
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About This Item
Linear Formula:
NH2(CH2)3COOH
CAS Number:
Molecular Weight:
103.12
EC Number:
200-258-6
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
906818
InChI
1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
InChI key
BTCSSZJGUNDROE-UHFFFAOYSA-N
SMILES string
NCCCC(O)=O
mp
195 °C (dec.) (lit.)
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Biochem/physiol Actions
Major inhibitory neurotransmitter in brain; GABAA and GABAB receptor agonist; increases Cl− conductance.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Vincent Paille et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(22), 9353-9363 (2013-05-31)
The spike-timing-dependent plasticity (STDP), a synaptic learning rule for encoding learning and memory, relies on relative timing of neuronal activity on either side of the synapse. GABAergic signaling has been shown to control neuronal excitability and consequently the spike timing
Changho Choi et al.
Magnetic resonance in medicine, 54(2), 272-279 (2005-07-21)
An optimized single-shot proton double-quantum (DQ) filter for the quantification of gamma-aminobutyric acid (GABA) levels in human brain is reported. It is demonstrated that creation of DQ coherences following dual-resonance-selective refocusing gives a theoretical editing efficiency of 50% for the
Claudio Giachino et al.
Development (Cambridge, England), 141(1), 83-90 (2013-11-29)
Adult neurogenesis is tightly regulated through the interaction of neural stem/progenitor cells (NSCs) with their niche. Neurotransmitters, including GABA activation of GABAA receptor ion channels, are important niche signals. We show that adult mouse hippocampal NSCs and their progeny express
Richard P Allen et al.
The New England journal of medicine, 370(7), 621-631 (2014-02-14)
Dopaminergic medications relieve symptoms of the restless legs syndrome (RLS) but have the potential to cause iatrogenic worsening (augmentation) of RLS with long-term treatment. Pregabalin may be an effective alternative. In this 52-week, randomized, double-blind trial, we assessed efficacy and
Sahar Farajnia et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(26), 9627-9632 (2014-07-01)
The balance between excitation and inhibition is essential for the proper function of neuronal networks in the brain. The inhibitory neurotransmitter γ-aminobutyric acid (GABA) contributes to the network dynamics within the suprachiasmatic nucleus (SCN), which is involved in seasonal encoding.
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