|CAS number||, S|
|PubChem||, R, S|
|Beilstein Reference||1726198 S|
|Jmol-3D images||Image 1
|Molar mass||175.14 g mol−1|
|Appearance||Colourless, transparent crystals|
|Melting point||137 to 140 °C (279 to 284 °F; 410 to 413 K)|
|Boiling point||141 to 144 °C (286 to 291 °F; 414 to 417 K)|
|Related alkanoic acids|
|Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)|
|(what is: / ?)|
N-Acetylaspartic acid, or N-acetylaspartate (NAA), is a derivative of aspartic acid with a formula of C6H9NO5 and a molecular weight of 175.139.
NAA is the second-most-concentrated molecule in the brain after the amino acid glutamate. It is detected in the adult brains only in neurons, synthesized in the mitochondria of neurons from the amino acid aspartic acid and acetyl-coenzyme A. The various functions served by NAA are still under investigation, but the primary proposed functions include its being:
- A neuronal osmolyte that is involved in fluid balance in the brain
- A source of acetate for lipid and myelin synthesis in oligodendrocytes, the glial cells that myelinate neuronal axons
- A precursor for the synthesis of the important neuronal dipeptide N-Acetylaspartylglutamate
- A contributor to energy production from the amino acid glutamate in neuronal mitochondria.
In the brain, NAA is thought to be present predominantly in neuronal cell bodies, where it acts as a neuronal marker. NAA gives off the largest signal in magnetic resonance spectroscopy of the human brain, and the levels measured there are decreased in numerous neuropathological conditions ranging from brain injury to stroke to Alzheimer's disease. This fact makes NAA a reliable diagnostic molecule for doctors treating patients with brain damage or disease.
- "N-acetylaspartate - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 8 January 2012.
- (Simmons, Frondoza et al. 1991 PMID 1754068; Moffett, Namboodiri et al. 1991 )
- Patel, T. B. and J. B. Clark (1979). "Synthesis of N-acetyl-L-aspartate by rat brain mitochondria and its involvement in mitochondrial/cytosolic carbon transport." Biochem J 184(3): 539-46. http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citation&list_uids=1754068
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- Kozlovskiy, S, Vartanov, A, Pyasik, M, Polikanova, I. (2012). "Working memory and N-acetylaspartate level in hippocampus, parietal cortex and subventricular zone". International Journal of Psychology, vol. 47. P. 584. doi:10.1080/00207594.2012.709117
- Yan HD, Ishihara K, Serikawa T, Sasa M (September 2003). "Activation by N-acetyl-L-aspartate of acutely dissociated hippocampal neurons in rats via metabotropic glutamate receptors". Epilepsia 44 (9): 1153–9. doi:10.1046/j.1528-1157.2003.49402.x. PMID 12919386.
- N-Acetylaspartate: A Unique Neuronal Molecule in the Central Nervous System, eds., J.R.Moffett, S.B.Tieman, D.R.Weinberger, J.T.Coyle, and M.A.Namboodiri, pp. 7–26. New York, NY: Springer Science + Business Media, 2006.
- Biochemical Support for the "Threshold" Theory of Creativity: A Magnetic Resonance Spectroscopy Study, Rex E. Jung et al., April 22, 2009, 29(16):5319-5325; doi:10.1523/JNEUROSCI.0588-09.2009