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A5835

Sigma-Aldrich

γ-Aminobutyric acid

≥99%, suitable for ligand binding assays, BioXtra

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:
56-12-2
Molecular Weight:
103.12
Beilstein:
906818
EC Number:
200-258-6
MDL number:
MFCD00008226
UNSPSC Code:
12352106
PubChem Substance ID:
24891025
NACRES:
NA.26

product name

γ-Aminobutyric acid, BioXtra, ≥99%

product line

BioXtra

Assay

≥99%

form

powder

technique(s)

ligand binding assay: suitable

impurities

<0.0005% Phosphorus (P)
<0.1% Insoluble matter

ign. residue

<0.1%

color

white

mp

195 °C (dec.) (lit.)

solubility

H2O: 0.5 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): <0.04%
sulfate (SO42-): <0.05%

cation traces

Al: <5 mg/kg
Ca: <20 mg/kg
Cu: <5 mg/kg
Fe: <5 mg/kg
K: <50 mg/kg
Mg: <50 mg/kg
NH4+: <500 mg/kg
Na: <70 mg/kg
Pb: <10 mg/kg
Zn: <5 mg/kg

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 ... SLC6A1(6529) , SLC6A11(6538) , SLC6A12(6539)
rat ... Gabra1(29705) , Gabra2(29706) , Olr1750(294204) , Slc6a1(79212) , Slc6a12(50676)

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Related Categories

General description

γ-Aminobutyric acid (GABA) is a non-protein amino acid associated with the brain. Being synthesized in the nervous system, it is packed into synaptic vesicles. It is present naturally in green tea, soybean, germinated rice, and in some fermented foods.

Application

γ-Aminobutyric acid (GABA) has been used to treat dorsal root ganglion neurons for electrophysiological recordings studies to test its effect on neuropathic pain in rats. It has also been used to test its protective effects in an ex vivo machine perfusion system of small-for-size grafts (SFSG) injury model.

Biochem/physiol Actions

γ-Aminobutyric acid (GABA) is a mammalian inhibitory neurotransmitter with multiple functions. It is crucial for the normal central nervous system (CNS) functioning. A few documented functions of GABA include its protective role in toxin-induced damage. It also elicits anti-hypertensive, anti-diabetic, anti-microbial, antioxidant, anti-allergy, anti-inflammatory, and anti-cancer effects. GABA might show beneficial effects on stress and sleep in humans. γ-Aminobutyric acid (GABA) is used to study the biological and biochemical processes mediated via the GABA receptors, GABAA and GABAB.
Major inhibitory neurotransmitter in brain; GABAA and GABAB receptor agonist; increases Cl− conductance.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Piril Hepsomali et al.
Frontiers in neuroscience, 14, 923-923 (2020-10-13)
Gamma-aminobutyric acid (GABA) is a non-proteinogenic amino acid and is the main inhibitory neurotransmitter in the mammalian brain. GABA's stress-reducing, and sleep enhancing effects have been established. However, although several human clinical trials have been conducted, results regarding the role
Li-Jie Wang et al.
Experimental and therapeutic medicine, 14(2), 1373-1380 (2017-08-16)
Niflumic acid (NFA) is a type of non-steroidal anti-inflammatory drug. Neuropathic pain is caused by a decrease in presynaptic inhibition mediated by γ-aminobutyric acid (GABA). In the present study, a whole-cell patch-clamp technique and intracellular recording were used to assess
Weiqiao Zhao et al.
Nature communications, 10(1), 124-124 (2019-01-12)
Innate preference toward environmental conditions is crucial for animal survival. Although much is known about the neural processing of sensory information, how the aversive or attractive sensory stimulus is transformed through central brain neurons into avoidance or approaching behavior is
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
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
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