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A2129

Sigma-Aldrich

γ-Aminobutyric acid

≥99%

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Synonym(s):
GABA, Gammalon, gamma-Aminobutyric acid, 3-Carboxypropylamine, 4-Aminobutanoic acid, Piperidic acid, Piperidinic acid
Linear Formula:
NH2(CH2)3COOH
CAS Number:
56-12-2
Molecular Weight:
103.12
Beilstein:
906818
EC Number:
200-258-6
MDL number:
MFCD00008226
PubChem Substance ID:
24278167
NACRES:
NA.32

Quality Level

200

Assay

≥99%

form

powder or crystals

storage condition

(Tightly closed. Dry.)

color

colorless

mp

195 °C (dec.) (lit.)

solubility

water: 50 mg/mL, clear, colorless

SMILES string

NCCCC(O)=O

InChI

1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)

InChI key

BTCSSZJGUNDROE-UHFFFAOYSA-N

Gene Information

human ... GABBR1(2550) , GABBR2(9568) , GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , SLC6A1(6529) , SLC6A11(6538) , SLC6A12(6539)
rat ... Gabbr1(81657) , Gabra1(29705) , Gabra2(29706) , Gabrb2(25451) , Gabrg2(29709) , Slc6a1(79212) , Slc6a12(50676)

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General description

γ-Aminobutyric acid (GABA) is a non-amino protein. It is found in plants, animals, and microorganisms. GABA has been used in pharma and food industries as a component of cheese, shochu, gabaron tea, and gammalone.
Research area: Neuroscience

Application

γ-Aminobutyric acid (GABA) has been used:
  • in the preparation of GABA–BSA (bovine serum albumin)–GA (glutaraldehyde) conjugate, which is used as a control for GABA immunostaining
  • in the macromolecule suppressed detection of GABA by magnetic resonance spectroscopy (MRS)
  • in the intraintestinal application of GABA in order to increase intraluminal fluid secretion

Biochem/physiol Actions

GABA (γ-Aminobutyric acid) is an amino acid that functions as an inhibitory neurotransmitter in the central nervous system and as a neuromodulator in some peripheral tissues. It binds to the GABAA receptor and inhibits the activity of signal-receiving neurons. The GABAA receptors are found to form a channel in the cell membranes of neurons. Upon binding of GABA, the receptor is activated to allow the passage of negatively charged molecules, such as chloride ions, into the cell. This results in a lowering of the excitability of the cell.
GABAergic neurons involve myorelaxation, anxiolytic treatment, sedation, and anesthetics. GABA can also influence heart rate and blood pressure.
GABA improves plasma concentration, growth hormone, and protein synthesis in the brain. It also plays a role in reducing blood pressure in humans. GABA acts as a potent hypotensive, diuretic, and antidiabetic agent. It also regulates serum lipids levels and the sensation of pain.
Major inhibitory neurotransmitter in brain; GABAA and GABAB receptor agonist; increases Cl− conductance.

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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R Fabian-Fine et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 19(1), 298-310 (1998-12-31)
The mechanosensory organs of arachnids receive diverse peripheral inputs. Little is known about the origin, distribution, and function of these chemical synapses, which we examined in lyriform slit sense organ VS-3 of the spider Cupiennius salei. The cuticular slits of
S J Mihic et al.
Alcohol health and research world, 21(2), 127-131 (1997-01-01)
The neurotransmitter gamma-aminobutyric acid (GABA) inhibits the activity of signal-receiving neurons by interacting with the GABAA receptor on these cells. The GABAA receptor is a channel-forming protein that allows the passage of chloride ions into the cells. Excessive GABAA activation
Radhika Dhakal et al.
Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology], 43(4), 1230-1241 (2013-09-14)
GABA (γ-aminobutyric acid) is a four carbon non-protein amino acid that is widely distributed in plants, animals and microorganisms. As a metabolic product of plants and microorganisms produced by the decarboxylation of glutamic acid, GABA functions as an inhibitory neurotransmitter
Isabelle Niespodziany et al.
Epilepsia, 61(5), 914-923 (2020-04-17)
The antiepileptic drug candidate, padsevonil, is the first in a novel class of drugs designed to interact with both presynaptic and postsynaptic therapeutic targets: synaptic vesicle 2 proteins and γ-aminobutyric acid type A receptors (GABAA Rs), respectively. Functional aspects of
Richard A E Edden et al.
Magnetic resonance in medicine, 68(3), 657-661 (2012-07-11)
Edited magnetic resonance spectroscopy makes possible noninvasive studies of the role of the inhibitory neurotransmitter GABA in the healthy brain and in disease processes. A major limitation of the methodology is coediting of macromolecular signals. Although it has previously been
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