A potent arginase inhibitor
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nor-NOHA (acetate)

Item No. 10006861

Technical Information
Formal Name
2S-amino-4-[[(hydroxyamino)iminomethyl]amino]-butanoic acid, diacetate
CAS Number
1140844-63-8
Synonyms
  • Nω-hydroxy-nor-Arginine
Molecular Formula
C5H12N4O3 • 2C2H4O2
Formula Weight
Purity
≥97%
Formulation
A lyophilized powder
DMF: 1 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
N/C(N([H])CC[C@H](N)C(O)=O)=N\O.CC(O)=O.CC(O)=O
InChi Code
InChI=1S/C5H12N4O3.2C2H4O2/c6-3(4(10)11)1-2-8-5(7)9-12;2*1-2(3)4/h3,12H,1-2,6H2,(H,10,11)(H3,7,8,9);2*1H3,(H,3,4)
InChi Key
PQFYTZJPYBMTCT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-Arginine serves as a common substrate for both nitric oxide synthase (NOS) and arginase in the cell. NOS catalyzes the oxidation of arginine to citrulline and NO with Nω-hydroxy-L-arginine (NOHA) formed as an intermediate. Arginase, on the other hand, catalyzes the hydrolysis of arginine into urea and L-ornithine. nor-NOHA (acetate) is a potent, reversible inhibitor of rat liver arginase with a Ki value of 0.5 µM, which is 20-fold lower than the Ki of 10 µM observed for NOHA.1 It is about 40-fold more potent than NOHA as an inhibitor of arginase from mouse macrophages, exhibiting an IC50 of 10-12 µM.2 nor-NOHA (acetate) is not a substrate for any of the 3 NOS isoforms and does not inhibit nNOS or iNOS.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Custot, J., Moali, C., Brollo, M., et alA new α-amino acid Nw-hydroxy-nor-L-arginine: A highly-affinity inhibitor of arginase well adapted to bind to its manganese cluster. J. Am. Chem. Soc. 119(17), 4086-4087 (1997).

    2. Tenu, J.P., Lepoivre, M., Moali, C., et alEffects of the new arginase inhibitor Nw-hydroxy-nor-L-arginine on NO synthase activity in murine macrophages. Nitric Oxide 3(6), 427-438 (1999).

    3. Dijols, S., Perollier, C., Lefevre-Groboillot, D., et alOxidation of Nw-hydroxyarginine analogues by NO-synthase: The simple, non amino acid N-butyl N'-hydroxyguanidine is almost as efficient an NO precursor as Nw-hydroxyarginine. J. Med. Chem. 44(20), 3199-3202 (2001).