L-Canaline 

L-Canaline is a nonprotein amino acid stored in many leguminous plants. L-Canaline is a cytotoxic metabolite catalyzed by L-canavanine and its arginase. L-Canaline is a potent and irreversible inhibitor of ornithine aminotransferase. L-Canaline inhibits the growth of the malaria parasite Plasmodium falciparum with an IC₅₀ of 297 nM. L-Canaline has anticancer and antiproliferative effects^[1][2][3].

L-Canaline treatment inhibits the proliferation of PBMCs after stimulation by phorbol 12-myristate-13-acetate (PMA) or via the mixed lymphocyte reaction. The greatest effect is seen with PMA-stimulated cells, where L-canaline has an IC₅₀ of 0.26 mM. L-Canaline is slightly less toxic to PBMCs stimulated via the mixed lymphocyte reaction (IC₅₀ of 0.54 mM)^[1]. L-canaline inhibits L-lysine flux competitively (K_i of 4.6 mM) in astrocytes and astrocytoma cells^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

L-Canaline decreases the aspartic acid content of tissues of the medulla oblongata of male Wistar rats, but it does not affect the evoked release of this nonprotein amino acid into these tissues^[2].
Intraseptal injection of 100 μg of L-canaline into male Sprague-Dawley rats causes a 90% decrease in the omithine aminotransferase activity of the septum tissues evaluated from animals killed 1 h later^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

134.13

C₄H₁₀N₂O₃

496-93-5

Solid

White to off-white

N[C@@H](CCON)C(O)=O

Room temperature in continental US; may vary elsewhere.

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Bence AK, et al. The antiproliferative and immunotoxic effects of L-canavanine and L-canaline. Anticancer Drugs. 2002 Mar;13(3):313-20.  [Content Brief]

  [2]. Rosenthal GA. L-canaline: a potent antimetabolite and anti-cancer agent from leguminous plants. Life Sci. 1997;60(19):1635-41.  [Content Brief]

  [3]. Berger BJ. Antimalarial activities of aminooxy compounds. Antimicrob Agents Chemother. 2000 Sep;44(9):2540-2.  [Content Brief]