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4-Acetamidobutanal

Endogenous GABA precursor From Wikipedia, the free encyclopedia

4-Acetamidobutanal, also known as N-acetyl-γ-aminobutyraldehyde, N-acetyl-GABAL, or N-acetyl-GABA aldehyde, 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-aminobutyric acid (N-acetyl-GABA).[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 ...
4-Acetamidobutanal
Names
Preferred IUPAC name
N-(4-Oxobutyl)acetamide
Other names
N-Acetyl-γ-aminobutyraldehyde; N-Acetyl-gamma-aminobutyraldehyde; N-Acetyl-GABAL; N-Acetyl-γ-ABAL; N-Acetyl-gamma-ABAL; N-Acetyl-GABA aldehyde; 4-Acetamidobutanal
Identifiers
3D model (JSmol)
1925525
ChEBI
ChemSpider
KEGG
  • InChI=1S/C6H11NO2/c1-6(9)7-4-2-3-5-8/h5H,2-4H2,1H3,(H,7,9)
    Key: DDSLGZOYEPKPSJ-UHFFFAOYSA-N
  • CC(=O)NCCCC=O
Properties
C6H11NO2
Molar mass 129.16 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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