N-Acetyl-γ-aminobutyric acid

N-Acetyl-γ-aminobutyric acid
Names
	IUPAC name 4-acetamidobutanoic acid
	Other names N-Acetyl-GABA; N-Acetyl-4-aminobutyric acid
Identifiers
CAS Number	3025-96-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17645;
ChemSpider	17180;
ECHA InfoCard	100.019.261
KEGG	C02946;
PubChem CID	18189;
UNII	3A70KD310L;
CompTox Dashboard (EPA)	DTXSID50184344 ;
	InChI 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;
	SMILES CC(=O)NCCCC(=O)O;
Properties
Chemical formula	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). Infobox references

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]

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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