An activator of carbamoyl phosphate synthetase 1
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N-Carbamyl-L-Glutamic Acid

Item No. 23512

Technical Information
Formal Name
N-(aminocarbonyl)-L-glutamic acid
CAS Number
1188-38-1
Synonyms
  • Carglumic Acid
Molecular Formula
C6H10N2O5
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
OC(CC[C@H](NC(N)=O)C(O)=O)=O
InChi Code
InChI=1S/C6H10N2O5/c7-6(13)8-3(5(11)12)1-2-4(9)10/h3H,1-2H2,(H,9,10)(H,11,12)(H3,7,8,13)/t3-/m0/s1
InChi Key
LCQLHJZYVOQKHU-VKHMYHEASA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N-Carbamyl-L-glutamic acid is an activator of carbamoyl phosphate synthetase 1 (CPS1), the first enzyme in the urea cycle.1 It is a structural analog of N-acetyl-glutamate, an endogenous CPS1 activator. N-Carbamyl-L-glutamic acid (500 mg/kg) reduces 2-ketoisocaproate-induced hyperammonemia in a mouse model of 3-hydroxy-3-methylglutaryl-CoA lyase deficiency.2 It inhibits cell proliferation of a variety of cancer cell lines with IC50 values ranging from 5 to 7.5 nM.3 It also inhibits tumor growth by 80 and 82% in orthotopic mouse models of pancreatic and triple-negative breast cancer, respectively, when administered at a dose of 120 mg/kg per day for 10 days. Formulations containing N-carbamyl-L-glutamic acid have been used in the treatment of primary N-acetyl-glutamate synthase deficiency.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Häberle, J. Carglumic acid for the treatment of N-acetylglutamate synthase deficiency and acute hyperammonemia. Exp. Rev. Endocrinol. Metab. 7(3), 263-271 (2012).

    2. Gauthier, N., Wu, J.W., Wang, S.P., et alA liver-specific defect of Acyl-CoA degradation produces hyperammonemia, hypoglycemia and a distinct hepatic Acyl-CoA pattern. PLoS One 8(7), e60581 (2013).

    3. Chen, C.-T., Chen, Y.-C., Yamaguchi, H., et alCarglumic acid promotes apoptosis and suppresses cancer cell proliferation in vitro and in vivo. Am. J. Cancer Res. 5(12), 3560-3569 (2015).