N-Acetyl-γ-aminobutyraldehyde

N-Acetyl-γ-aminobutyraldehyde
Names
	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
CAS Number	24431-54-7;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:7386;
ChemSpider	389692;
KEGG	C05936;
PubChem CID	440850;
	InChI InChI=1S/C6H11NO2/c1-6(9)7-4-2-3-5-8/h5H,2-4H2,1H3,(H,7,9) Key: DDSLGZOYEPKPSJ-UHFFFAOYSA-N;
	SMILES CC(=O)NCCCC=O;
Properties
Chemical formula	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). Infobox references

N-Acetyl-γ-aminobutyraldehyde (N-acetyl-GABAL), also known as 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]

References

^ ^a ^b Nam MH, Sa M, Ju YH, Park MG, Lee CJ (April 2022). "Revisiting the Role of Astrocytic MAOB in Parkinson's Disease". Int J Mol Sci. 23 (8). doi:10.3390/ijms23084453. PMC 9028367. PMID 35457272.{{cite journal}}: CS1 maint: unflagged free DOI (link)
^ ^a ^b ^c ^d Watanabe M, Maemura K, Kanbara K, Tamayama T, Hayasaki H (2002). "GABA and GABA receptors in the central nervous system and other organs". Int Rev Cytol. 213: 1–47. doi:10.1016/s0074-7696(02)13011-7. PMID 11837891.
^ ^a ^b ^c ^d Seiler N (June 2004). "Catabolism of polyamines". Amino Acids. 26 (3): 217–233. doi:10.1007/s00726-004-0070-z.
^ ^a ^b ^c ^d ^e Cho HU, Kim S, Sim J, Yang S, An H, Nam MH, Jang DP, Lee CJ (July 2021). "Redefining differential roles of MAO-A in dopamine degradation and MAO-B in tonic GABA synthesis". Exp Mol Med. 53 (7): 1148–1158. doi:10.1038/s12276-021-00646-3. PMC 8333267. PMID 34244591.

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