MedKoo Cat#: 464491 | Name: NAAG
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

α-NAAG is a peptide neurotransmitter that is widely expressed throughout mammalian central and peripheral nervous systems. Following synaptic release, α-NAAG activates postsynaptic metabotropic glutamate receptor 3 (mGluR3) to inhibit cAMP production in neurons and astrocytes, as well as acts on presynaptic mGluR3 to inhibit the release of amine neurotransmitters, including GABA and glutamate. Increasing α-NAAG levels via NAAG peptidase inhibition reduces trauma-induced excitotoxic cell death in a mouse model of traumatic brain injury, as well as reduces hyperalgesia in various rodent pain models and schizophrenia-like stereotypic behaviors induced by phencyclidine in rats. Tumor levels of α-NAAG are positively correlated with tumor grade in patients with gliomas and meningiomas.

Chemical Structure

NAAG
NAAG
CAS#3106-85-2

Theoretical Analysis

MedKoo Cat#: 464491

Name: NAAG

CAS#: 3106-85-2

Chemical Formula: C11H16N2O8

Exact Mass: 304.0907

Molecular Weight: 304.26

Elemental Analysis: C, 43.42; H, 5.30; N, 9.21; O, 42.07

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 950.00 2 Weeks
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Related CAS #
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Synonym
NAAG; α-NAAG; α NAAG; N-Acetylaspartylglutamic Acid; N Acetylaspartylglutamic Acid; α-Spaglumic Acid; α Spaglumic Acid;
IUPAC/Chemical Name
acetyl-L-aspartyl-L-glutamic acid
InChi Key
OPVPGKGADVGKTG-BQBZGAKWSA-N
InChi Code
InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1
SMILES Code
OC(CC[C@H](NC([C@H](CC(O)=O)NC(C)=O)=O)C(O)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
DMF 20.0 65.70
DMSO 20.0 65.70
Ethanol 20.0 65.70
PBS (pH 7.2) 10.0 32.90
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 304.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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PLoS One. 2013 May 27;8(5):e64545. doi: 10.1371/journal.pone.0064545. PMID: 23724060; PMCID: PMC3664640. 10: Avoli M, Barra PF, Brancati A, Deodati M, Vagnozzi R. Studies about molluscan C.N.S.: ii) Changes induced by n-acetylaspartic acid, n-acetylaspartylglutamic acid and GABA in the activity of single identified neurones of Aplysia. Boll Soc Ital Biol Sper. 1977 Jul 15;53(13):1036-41. PMID: 597434. 11: Bérard PV, Bérard PV Jr, Mouillac-Gambarelli N, Jourdan-Fonta D. Conjonctivites allergiques saisonnières et chroniques chez l'adulte et l'enfant. Evaluation multicentrique du N.A.A.G.A. Collyre en pratique ophtalmologique et allergologique [Seasonal and chronic allergic conjunctivitis in adults with children. Multicenter evaluation of the collyrium N-acetylaspartylglutamic acid (NAAGA) in ophthalmologic and allergy practices]. Bull Soc Ophtalmol Fr. 1987 Apr;87(4):475-6, 479-83. French. PMID: 3652358. 12: Raider K, Ma D, Harris JL, Fuentes I, Rogers RS, Wheatley JL, Geiger PC, Yeh HW, Choi IY, Brooks WM, Stanford JA. A high fat diet alters metabolic and bioenergetic function in the brain: A magnetic resonance spectroscopy study. Neurochem Int. 2016 Jul;97:172-80. doi: 10.1016/j.neuint.2016.04.008. Epub 2016 Apr 26. PMID: 27125544; PMCID: PMC4900919. 13: Brandt AS, Unschuld PG, Pradhan S, Lim IA, Churchill G, Harris AD, Hua J, Barker PB, Ross CA, van Zijl PC, Edden RA, Margolis RL. Age-related changes in anterior cingulate cortex glutamate in schizophrenia: A (1)H MRS Study at 7 Tesla. Schizophr Res. 2016 Apr;172(1-3):101-5. doi: 10.1016/j.schres.2016.02.017. Epub 2016 Feb 28. PMID: 26925800; PMCID: PMC4821673. 14: Curatolo A, D'Arcangelo P, Lino A, Brancati A. Distribuzione degli acidi N-acetilaspartico e N-acetilaspartilglutammico nel nevrasse di uccelli [Distribution of N-acetylaspartic and N-acetylaspartylglutamic acids in the neuraxis of birds]. Boll Soc Ital Biol Sper. 1965 Jun 15;41(11):591-3. Italian. PMID: 5875910. 15: Reddy AV, Ravindranath B. Synthesis of alpha-, beta- and cyclic spaglumic acids. Int J Pept Protein Res. 1992 Nov;40(5):472-6. doi: 10.1111/j.1399-3011.1992.tb00326.x. PMID: 1362393. 16: Bradley AJ, Read BL, Levin E, Devine DV. Small-molecule complement inhibitors cannot prevent the development of the platelet storage lesion. Transfusion. 2008 Apr;48(4):706-14. doi: 10.1111/j.1537-2995.2007.01595.x. Epub 2008 Jan 7. PMID: 18194377.