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N-Acetyl-γ-aminobutyric acid

Endogenous GABA precursor From Wikipedia, the free encyclopedia

N-Acetyl-γ-aminobutyric acid (N-acetyl-GABA), also known as N-acetyl-4-aminobutyric acid, is a metabolic intermediate in the biosynthesis of γ-aminobutyric acid (GABA) from putrescine.[1][2][3][4] Other intermediates in this pathway include N-acetylputrescine and N-acetyl-γ-aminobutyraldehyde (N-acetyl-GABAL or N-acetyl-GABA aldehyde).[2][3][4] Enzymes mediating the transformations in this pathway include putrescine acetyltransferase (PAT), monoamine oxidase B (MAO-B), aldehyde dehydrogenase (ALDH), and an unknown deacetylase enzyme.[2][3][4] The pathway is a minor pathway in GABA synthesis compared to the main pathway in which GABA is synthesized from glutamate.[2][3][4] However, the pathway has been found to have an important physiological role in the brain, for instance in the production of GABA in the striatum and resultant inhibition of dopaminergic neurons in this brain area.[1][4]

Quick facts Names, Identifiers ...
N-Acetyl-γ-aminobutyric acid
Names
IUPAC name
4-acetamidobutanoic acid
Other names
N-Acetyl-GABA; N-Acetyl-4-aminobutyric acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.019.261 Edit this at Wikidata
EC Number
  • 221-186-1
KEGG
UNII
  • InChI=1S/C6H11NO3/c1-5(8)7-4-2-3-6(9)10/h2-4H2,1H3,(H,7,8)(H,9,10)
    Key: UZTFMUBKZQVKLK-UHFFFAOYSA-N
  • CC(=O)NCCCC(=O)O
Properties
C6H11NO3
Molar mass 145.158 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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