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SKU | Size | Availability | Price | Qty |
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L423306-1ml | 1ml | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $69.90 |
Antioxidant agent. Glutathione peroxidase inducer.
Synonyms | L-selenomethionine | 3211-76-5 | Seleno-L-methionine | Selenium-L-methionine | (S)-2-Amino-4-(methylselanyl)butanoic acid | L-Selenomethioninum | L-(+)-Selenomethionine | SeMet | (S)-2-Amino-4-(methylseleno)butyric acid | (S)-2-Amino-4-(methylseleno)butanoic acid | (2S)-2-am |
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Specifications & Purity | 10mM in Water |
Biochemical and Physiological Mechanisms | Seleno-L-methionine displays antioxidant activity and has been shown to increase the activity of glutathione peroxidase in endothelial cells. Glutathione peroxidase protects cells from oxidative damage, such as DNA strand breaks, mutations and interferenc |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Product Description | L-Selenomethionine displays antioxidant activity and has been shown to increase the activity of glutathione peroxidase in endothelial cells. Glutathione peroxidase protects cells from oxidative damage, such as DNA strand breaks, mutations and interference with protein tyrosine-based signaling and other protein functions due to formation of 3-nitrotyrosine, caused by excessive peroxynitrite. L-Selenomethionine administration to cancer cell lines (MCF-7/S breast carcinoma, DU-145 prostate cancer cells and UACC-375 melanoma) results in apoptotic cell death and aberrant mitosis. These human tumor cell lines exhibited dose-dependent growth inhibition by L-Selenomethionine in the micromolar range (45 to 130 μM), while growth inhibition of normal fibroblasts required 1 mM L-Selenomethionine. |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | (2S)-2-amino-4-methylselanylbutanoic acid |
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INCHI | InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 |
InChi Key | RJFAYQIBOAGBLC-BYPYZUCNSA-N |
Canonical SMILES | C[Se]CCC(C(=O)O)N |
Isomeric SMILES | C[Se]CC[C@@H](C(=O)O)N |
WGK Germany | 3 |
RTECS | EK7713840 |
PubChem CID | 105024 |
Molecular Weight | 196.11 |
Beilstein | 2410901 |
Reaxy-Rn | 2410901 |
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Sensitivity | Heat and Moisture Sensitive |
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Specific Rotation[α] | 18° (C=0.5,2mol/L HCl) |
Melt Point(°C) | 267 °C(dec.) |
Pictogram(s) | GHS06, GHS08, GHS09 |
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Signal | Danger |
Hazard Statements | H301:Toxic if swallowed H331:Toxic if inhaled H373:Causes damage to organs through prolonged or repeated exposure H400:Very toxic to aquatic life H410:Very toxic to aquatic life with long lasting effects |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P273:Avoid release to the environment. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P391:Collect spillage. P330:Rinse mouth. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P316:Get emergency medical help immediately. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | EK7713840 |
Reaxy-Rn | 2410901 |
Merck Index | 8441 |
1. Fei Yuxiang, Li Tao, Wu Ruoyu, Xu Xuejiao, Hu Sheng, Yang Ya, Jin Chenchen, Tang Wenlian, Zhang Xu, Du Qianming, Liu Chao. (2023) Se-(Methyl)-selenocysteine ameliorates blood-brain barrier disruption of focal cerebral ischemia mice via ferroptosis inhibition and tight junction upregulation in an Akt/GSK3β-dependent manner. PSYCHOPHARMACOLOGY, (30): (1-21). [PMID:38019326] [10.1007/s00213-023-06495-4] |
2. Jingjing Sun, Changying Song, Dongying Ma, Shigang Shen, Shuying Huo. (2021) Expanding the Toolbox for Peptide Disulfide Bond Formation via l-Methionine Selenoxide Oxidation. JOURNAL OF ORGANIC CHEMISTRY, 86 (5): (4035–4044). [PMID:33620221] [10.1021/acs.joc.0c02877] |
3. Junjie Hu, Fei Liu, Nan Feng, Huangxian Ju. (2019) Selenium-isotopic signature toward mass spectrometric identification and enzyme activity assay. ANALYTICA CHIMICA ACTA, 1064 (1). [PMID:30982506] [10.1016/j.aca.2019.03.045] |
1. Fei Yuxiang, Li Tao, Wu Ruoyu, Xu Xuejiao, Hu Sheng, Yang Ya, Jin Chenchen, Tang Wenlian, Zhang Xu, Du Qianming, Liu Chao. (2023) Se-(Methyl)-selenocysteine ameliorates blood-brain barrier disruption of focal cerebral ischemia mice via ferroptosis inhibition and tight junction upregulation in an Akt/GSK3β-dependent manner. PSYCHOPHARMACOLOGY, (30): (1-21). [PMID:38019326] [10.1007/s00213-023-06495-4] |
2. Jingjing Sun, Changying Song, Dongying Ma, Shigang Shen, Shuying Huo. (2021) Expanding the Toolbox for Peptide Disulfide Bond Formation via l-Methionine Selenoxide Oxidation. JOURNAL OF ORGANIC CHEMISTRY, 86 (5): (4035–4044). [PMID:33620221] [10.1021/acs.joc.0c02877] |
3. Junjie Hu, Fei Liu, Nan Feng, Huangxian Ju. (2019) Selenium-isotopic signature toward mass spectrometric identification and enzyme activity assay. ANALYTICA CHIMICA ACTA, 1064 (1). [PMID:30982506] [10.1016/j.aca.2019.03.045] |