03835

Supelco

γ-Aminobutyric acid

analytical standard

Synonym(s):
3-Carboxypropylamine, GABA, Piperidinic acid, 4-Aminobutanoic acid, Piperidic acid
Linear Formula:
NH2(CH2)3COOH
CAS Number:
Molecular Weight:
103.12
Beilstein/REAXYS Number:
906818
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

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

application(s)

HPLC: suitable

impurities

≤1.0% water

mp

195 °C (dec.) (lit.)

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format

neat

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

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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_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Medicinal Chemistry: A Molecular and Biochemical Approach (2005)
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...
Shang-Feng Gao et al.
The Neuroscientist : a review journal bringing neurobiology, neurology and psychiatry, 17(1), 124-144 (2010-03-20)
Stress response and depression have a significant impact on modern society. Although the symptoms are well characterized, the molecular mechanisms underlying depression are largely unknown. The monoamine hypothesis, which postulates dysfunctional noradrenergic and serotonergic systems as the underlying primary cause...
T Clayton et al.
Current medicinal chemistry, 14(26), 2755-2775 (2007-11-30)
A successful unified pharmacophore/receptor model which has guided the synthesis of subtype selective compounds is reviewed in light of recent developments both in ligand synthesis and structural studies of the binding site itself. The evaluation of experimental data in combination...
W-Y Lu et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 39(7), 956-961 (2009-04-30)
Asthma often occurs as a result of immune-based inflammatory responses, which consequently cause pathological changes in airway structural cells. However, the underlying mechanisms of airway pathology in asthma are still not fully understood. Our recent studies revealed a critical role...

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