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Merck

03835

γ-Aminobutyric acid

analytical standard

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329747825
EC Number:
200-258-6
Beilstein/REAXYS Number:
906818
MDL number:
MFCD00008226

Key Documents

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InChI key

BTCSSZJGUNDROE-UHFFFAOYSA-N

InChI

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

SMILES string

NCCCC(O)=O

grade

analytical standard

assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

analyte chemical class(es)

amino acids, peptides, proteins

technique(s)

HPLC: suitable

impurities

≤1.0% water

mp

195 °C (dec.) (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

100

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General description

γ-Aminobutyric acid is a chief inhibitory neurotransmitter, which is found in the cerebellum, hypothalamus, thalamus and hippocampus. It is formed via the decarboxylation of L-glutamate catalyzed by the enzyme, glutamic acid decarboxylase(GAD).

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6266
BCCL8479
BCCM0716
BCCK4253
BCCK7576

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Medicinal Chemistry: A Molecular and Biochemical Approach (2005)
Wen-Zhao Cui et al.
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Jaisan Islam et al.
International journal of molecular sciences, 22(16) (2021-08-28)
The nucleus accumbens core (NAcc) is an important component of brain reward circuitry, but studies have revealed its involvement in pain circuitry also. However, its effect on trigeminal neuralgia (TN) and the mechanism underlying it are yet to be fully
Antonela G Garzón et al.
Journal of food science and technology, 55(8), 3188-3198 (2018-08-02)
Two cultivars of sorghum were germinated at 25 or 30 °C for 1, 2, or 3 days to investigate the evolution of γ-Aminobutyric acid (GABA), total free phenolic compounds (FPC), hydroxycinnamic acid derivatives, free amino acid (FAA) profile, and antioxidant activity during
Jesse Jackson et al.
Nature neuroscience, 17(10), 1362-1370 (2014-09-01)
Activity flow through the hippocampus is thought to arise exclusively from unidirectional excitatory synaptic signaling from CA3 to CA1 to the subiculum. Theta rhythms are important for hippocampal synchronization during episodic memory processing; thus, it is assumed that theta rhythms
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