| Stereochemistry | ABSOLUTE |
| Molecular Formula | C8H10N2O4 |
| Molecular Weight | 198.176 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](CN1C=CC(=O)C(O)=C1)C(O)=O
InChI
InChIKey=WZNJWVWKTVETCG-YFKPBYRVSA-N
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
| Molecular Formula | C8H10N2O4 |
| Molecular Weight | 198.176 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Mimosine or leucenol is an alkaloid, beta-3-hydroxy-4 pyridone amino acid. Mimosine is an effective inhibitor of DNA replication in mammalian cells. It blocks entry into S phase (late G1 phase), and suppress elongation of DNA replication (S phase). The chelation of iron seems to be one of the main modes of action of mimosine for cell cycle arrest. As an iron-chelating and cell cycle stopping agent, mimosine was tested in preclinical models of cancer, pulmonary fibrosis and iron overload.
Approval Year
PubMed
Patents
Sample Use Guides
In model of pulmonary fibrosis mimosine was administed at doses 25 and 50 mg/kg. Pulmonary fibrosis was induced by tracheal instillation of 5 mg/kg bleomycin. Mimosine was first dissolved in Tris-buffer at pH 8.9, and then pH was adjusted to 7.2 with 1 N HCl. Before administration, this solution was freshly diluted by 0.9% physiologic saline to achieve the required concentration. L-Mimosine was administered via subcutaneous injection once daily from day 1 to day 28 after BLM or saline treatment.
Route of Administration:
Other
The effect of mimosine on asynchronously proliferating HeLa cells was analyzed by flow cytometry. HeLa-S3 cells were cultured as proliferating monolayers on 145-mm plates in DMEM, supplemented with 10% FCS, 10 U/ml penicillin, and 0.1 mg/ml streptomycin. Mimosine stock solution was prepared at 10 mM in DMEM and filtered through 20-mm filters. Synchronization of HeLa cells by mimosine was achieved by adding mimosine from the stock solution directly to the cells at the concentrations specified. Cell synchronization was determined by flow cytometry of isolated nuclei. One million nuclei were directly stained with propidium iodide (5 mg/ml in PBS containing 0.4% Triton X-100) and analyzed by FACScan (Becton Dickinson) using the Lysis II-software.