L(-)-MIMOSINE
Mimosine
CAS: 500-44-7
Molecular Formula: C8H10N2O4
L(-)-MIMOSINE - Names and Identifiers
| Name | Mimosine |
| Synonyms | MIMOSINE LEUCENOL Mimosine L-MIMOSINE L-LEUCININE L(-)-MIMOSINE BETA-[N-(3-HYDROXY-4-PYRIDONE)]-ALPHA-AMINOPROPIONIC ACID ALPHA-AMINO-BETA-[N-(3-HYDROXY-4-PYRIDONE)]-PROPIONIC ACID (S)-ALPHA-AMINO-BETA-(1-[3-HYDROXY-4-OXOPYRIDINE])PROPIONIC ACID |
| CAS | 500-44-7 |
| EINECS | 207-905-1 |
| InChIKey | WZNJWVWKTVETCG-YFKPBYRVSA-N |
L(-)-MIMOSINE - Physico-chemical Properties
| Molecular Formula | C8H10N2O4 |
| Molar Mass | 198.18 |
| Density | 1.3764 (rough estimate) |
| Melting Point | 224-228 °C |
| Boling Point | 335.48°C (rough estimate) |
| Specific Rotation(α) | (H2O)-20 |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | Pink to brown powder |
| Color | White to Off-White |
| Merck | 13,6221 |
| pKa | 2.06±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Refractive Index | 1.6180 (estimate) |
| MDL | MFCD00075909 |
| Physical and Chemical Properties | Soluble in methanol, ethanol, DMSO and other organic solvents, derived from mimosa. |
| In vitro study | L-Mimosine arrested the cell cycle of PC-3 cells in G1 phase and LNCaP cells in S phase, thereby attenuating cell proliferation. L-Mimosine, as prolyl hydroxylase (PHD) inhibitors, stimulate the production of VEGF and increase their pro-angiogenic capacity in pulp-derived cells. |
| In vivo study | L-mimosine (50 mg/kg, I. P.) significantly up-regulated HIF-1α expression in the kidney and significantly enhanced natriuretic response to renal perfusion pressure in Sprague-Dawley rats. |
L(-)-MIMOSINE - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29333990 |
L(-)-MIMOSINE - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | in 1936, the presence of Mimosa pudica was reported for the first time. Leucaena plants are rich in polyphenol oxide, chlorophyll, polysaccharide, protein, etc. The content of crude protein in seeds is 30% ~ 32%, mimosin 3%~ 5%, the content of crude protein in leaves is 22% ~ 29%, 3%~ 6% of mimosa. Leucaena leucocephala is a world-famous high-protein feed plant, because the leaves are rich in Mimosa, leading to livestock (especially non-ruminant animals) after eating Leucaena leucocephala often hair removal, cataract, slow growth and reproductive disorders and other symptoms, this limits the wide application of Leucaena in animal husbandry. But on the other hand, mimosin has many physiological activities, and some of its physiological activities have been developed and utilized, such as industrial use as depilatory agents. Currently, the price of reagent-grade mimosin on the market is about 100 yuan per 565 mg. Mimosin was first extracted from Mimosa pudica in 1936, and was taken from Leucaena leucocephala seeds from R.Yoshida. A Rapid Colorimetric Method for the determination of mimosine was established in 1951. The content of mimosin in leaves and seeds of different Leucaena Germplasm was determined for the first time in 1965. An automatic colorimetric method for the determination of mimosin in Leucaena leucocephala leaves was established in 1978. In China, the contents of mimosin in the branches and leaves of Leucaena leucocephala and Kenning Ham have been determined by ferric chloride method. |
| apply | plant amino acids extracted from Mimosa pudica or Leucaena leucocephala. It has a chemical structure that is highly similar to thymine and can competitively bind to adenine, thereby blocking DNA synthesis and blocking cells at the G1/S point. Studies have shown that mimosa can block PC-3 cells in G1 phase, LNCaP cells in S phase. At the same time, Mimosa pudica can inhibit the growth of K562,7402 and other tumor cells, and can induce apoptosis. There are experiments with human liver cancer cell line QGY-7703 as the research object, to investigate the effect of mimosine blocking on cycle synchronization. Compared with thymidine blocking method, the effect of mimosine blocking on cell cycle of QGY-7703 cells was studied. The results showed that QGY-7703, the cells entered S phase at 10h and G2/M at 20h after being blocked by mimosin, and the highest synchronization rate was 94.6% in G1 phase and 86% in S phase, respectively. Mimosa can make the liver cancer cell line QGY-7703 synchronized in G1 phase and S phase. |
| biological activity | L-Mimosine (Leucenol) is a non-protein amino acid that acts as an iron chelator. |
| Use | mimosin has antitussive and expectorant effects. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:12
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