A peptide neurotransmitter
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α-NAAG

Item No. 33337

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-α-L-aspartyl-L-glutamic acid
CAS Number
3106-85-2
Synonyms
  • NAAG
  • N-Acetylaspartylglutamic Acid
  • α-Spaglumic Acid
Molecular Formula
C11H16N2O8
Formula Weight
304.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC(CC[C@@H](C(O)=O)NC([C@@H](NC(C)=O)CC(O)=O)=O)=O
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
InChi Key
OPVPGKGADVGKTG-BQBZGAKWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    250 mg

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    Product Description

    α-NAAG is a peptide neurotransmitter that is widely expressed throughout mammalian central and peripheral nervous systems.1 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.1,2 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.1 Tumor levels of α-NAAG are positively correlated with tumor grade in patients with gliomas and meningiomas.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Neale, J.H., Olszewski, R.T., Gehl, L.M., et al. The neurotransmitter N-acetylaspartylglutamate in models of pain, ALS, diabetic neuropathy, CNS injury and schizophrenia. Trends Pharmacol. Sci. 26(9), 477-484 (2005).

    2. Neale, J.H., Olszewski, R.T., Zuo, D., et al. Advances in understanding the peptide neurotransmitter NAAG and appearance of a new member of the NAAG neuropeptide family. J. Neurochem. 118(4), 490-498 (2011).

    3. Nguyen, T., Kirsch, B.J., Asaka, R., et al. Uncovering the role of N-Acetyl-Aspartyl-Glutamate as a glutamate reservoir in cancer. Cell Rep. 27(2), 491-501 (2019).