A non-protein amino acid
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L-Mimosine

Item No. 14337

Technical Information
Formal Name
(αS)-amino-3-hydroxy-4-oxo-1(4H)-pyridinepropanoic acid
CAS Number
500-44-7
Synonyms
  • Leucenol
  • NSC 69188
Molecular Formula
C8H10N2O4
Formula Weight
Purity
≥98%
A crystalline solid
λmax
216, 283 nm
SMILES
OC1=CN(C[C@H](N)C(O)=O)C=CC1=O
InChi Code
InChI=1S/C8H10N2O4/c9-5(8(13)14)3-10-2-1-6(11)7(12)4-10/h1-2,4-5,12H,3,9H2,(H,13,14)/t5-/m0/s1
InChi Key
WZNJWVWKTVETCG-YFKPBYRVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-Mimosine is a non-protein amino acid that can be isolated from certain plants and fungi. It chelates iron and copper and has been shown to reduce iron overload in animal models.1,2 L-Mimosine inhibits certain enzymes that contain iron or copper, including arginase (IC50 = 3.7 µM), polyphenoloxidase, and dopamine hydroxylase.2,3,4 It also inhibits the iron-containing enzyme deoxyhypusine hydroxlase, preventing the synthesis of the eukaryotic initiation factor 5A and blocking cell cycling.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kontoghiorghe, C.N., Kolnagou, A., and Kontoghiorghes, G.J. Phytochelators Intended for Clinical Use in Iron Overload, Other Diseases of Iron Imbalance and Free Radical Pathology. Molecules 20(11), 20841-20872 (2015).

    2. Nirmal, N.P., and Benjakul, S. Inhibitory effect of mimosine on polyphenoloxidase from cephalothoraxes of Pacific white shrimp (Litopenaeus vannamei). J. Agric. Food Chem 59(18), 10256-10260 (2011).

    3. Ahmad, V.U., Ullah, F., Hussain, J., et alTyrosinase inhibitors from Rhododendron collettianum and their structure-activity relationship (SAR) studies. Chem. Pharm. Bull. (Tokyo) 52(12), 1458-1461 (2004).

    4. Hashiguchi, H., and Takahashi, H. Inhibition of two copper-containing enzymes, tyrosinase and dopamine beta-hydroxylase, by L-mimosine. Mol. Pharmacol. 13(2), 362-367 (1977).

    5. Hanauske-Abel, H.M., Park, M.H., Hanauske, A.R., et alInhibition of the G1-S transition of the cell cycle by inhibitors of deoxyhypusine hydroxylation. Biochim. Biophys. Acta 1221(2), (1994).