CAS 500-44-7|Mimosine
| Common Name | Mimosine | ||
|---|---|---|---|
| CAS Number | 500-44-7 | Molecular Weight | 198.18 |
| Density | 1.544g/cm3 | Boiling Point | 428.6ºC at 760mmHg |
| Molecular Formula | C8H10N2O4 | Melting Point | 224-228 °C |
| MSDS | ChineseUSA | Flash Point | 213ºC |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | l-mimosine |
|---|---|
| Synonym | More Synonyms |
Mimosine BiologicalActivity
| Description | Mimosine, a tyrosine analog , can act as an antioxidant by its potent iron-binding activity[1]. Mimosine is a known chelator of Fe(III)[2]. Mimosine induces apoptosis through metal ion chelation, mitochondrial activation and ROS production in human leukemic cells[3]. Anti-cancer, antiinflammation. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/Immunology |
| In Vitro | Mimosine, a known chelator of Fe(III), may facilitate Fe(III) uptake in leucaena by serving as a phytosiderophore[2]. Mimosine, a bidentate iron-binding ligand, may also play a role in cellular translocation of iron within leucaena[2]. Mimosine is a toxic nonprotein amino acid that is a major constituent of the tropical legumesLeucaenaandMimosa[4]. Mimosine (400 μM), through iron chelation, reversibly blocks cell cycle progression in MDA-MB-453 human breast cancer cells[4]. Mimosine (400 μM) reduces DNA synthesis by greater than 90% of control within 4 hr of treatment, and suppresses total proline-directed protein kinase activity to less than 10% of control after 16 hr treatment[4]. |
| In Vivo | Mimosine (30, and 60 mg/kg) decreases sperm concentration[5]. Animal Model: ICR male mice (6-8 weeks)[5] Dosage: 15, 30, or 60 mg/kg Administration: Injected (i.p.) for 7 consecutive days Result: Could significantly reduce sperm concentration as compared to the control or low dose mimosine group (15 mg/kg) at doses of 30 and 60 mg/kg. |
| References | [1]. Keiko Murakami, et al. Generation of reactive oxygen species by hydroxypyridone compound/iron complexes. Redox Rep. 2020 Dec;25(1):59-63. [2]. Michael D H Honda, et al. Mimosine facilitates metallic cation uptake by plants through formation of mimosine-cation complexes.Plant Mol Biol. 2020 Mar;102(4-5):431-445. [3]. MaherHallakMSc, et al. Mimosine Induces Apoptosis through Metal Ion Chelation, Mitochondrial Activation and Reactive Oxygen Species Production in Human Leukemic Cells. Blood.2004, Nov 16, 104 (11): 4481. [4]. K S Kulp, et al. Mimosine blocks cell cycle progression by chelating iron in asynchronous human breast cancer cells. Toxicol Appl Pharmacol. 1996 Aug;139(2):356-64. [5]. Pipatpong Kanla, et al. Acute Effects of Mimosine Purified from Leucaena leucocephala on Male Reproductive System of Adult Mice. Int. J. Morphol., 36(2):507-512, 2018. |
Chemical & Physical Properties
| Density | 1.544g/cm3 |
|---|---|
| Boiling Point | 428.6ºC at 760mmHg |
| Melting Point | 224-228 °C |
| Molecular Formula | C8H10N2O4 |
| Molecular Weight | 198.18 |
| Flash Point | 213ºC |
| Exact Mass | 198.06400 |
| PSA | 105.55000 |
| Index of Refraction | 1.645 |
| InChIKey | WZNJWVWKTVETCG-YFKPBYRVSA-N |
| SMILES | NC(Cn1ccc(=O)c(O)c1)C(=O)O |
| Storage condition | 2-8C |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H312-H332 |
| Precautionary Statements | P280 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn |
| Risk Phrases | R20/21/22 |
| Safety Phrases | S22-S36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2933399090 |
Customs
| HS Code | 2933399090 |
|---|---|
| Summary | 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles43
More Articles| A gemcitabine sensitivity screen identifies a role for NEK9 in the replication stress response. Nucleic Acids Res. 42(18) , 11517-27, (2014) The Replication Stress Response (RSR) is a signaling network that recognizes challenges to DNA replication and coordinates diverse DNA repair and cell-cycle checkpoint pathways. Gemcitabine is a nucle... | |
| Translational downregulation of HSP90 expression by iron chelators in neuroblastoma cells. Mol. Pharmacol. 87(3) , 513-24, (2015) Iron is an essential cellular nutrient, being a critical cofactor of several proteins involved in cell growth and replication. Compared with normal cells, neoplastic cells have been shown to require a... | |
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Synonyms
| Mimosine |
| (S)-2-amino-3-(3-hydroxy-4-oxo-4H-[1]pyridyl)-propionic acid |
| EINECS 207-905-1 |
| leucenine |
| (S)-2-Amino-3-(3-hydroxy-4-oxo-4H-[1]pyridyl)-propionsaeure |
| (s)-1(4h)-pyridinepropanoicaci |
| MimosineLeucenol |
| MFCD00075909 |
| L-Mimosine from Koa hoale seeds |
| L-LEUCININE |
| L(-)-MIMOSINE |
| LEUCENOL |
