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Seleno-L-methionine

SIGMA/S3132 - ≥98% (TLC), powder

Synonym: (S)-2-Amino-4-(methylseleno)butyric acid

CAS Number: 3211-76-5
Empirical Formula (Hill Notation): C5H11NO2Se
Molecular Weight: 196.11
MDL Number: MFCD00037210
Linear Formula: CH3SeCH2CH2CH(NH2)CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-S3132-100MG 100 mg
$233.00
1/EA
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45-S3132-500MG 500 mg
$787.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: S3132-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: S3132-500MG

 

assay ≥98% (TLC)
color white to off-white
form powder
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
Quality Level 200 
SMILES string C[Se]CC[C@H](N)C(O)=O
solubility H2O: 50 mg/mL
storage temp. −20°C
Application: Seleno-L-methionine has been used:
• in toxicity studies in Japanese Medaka embryos
• to study its effects on selenium status indicators in pregnant long-tailed macaques (Macaca Fascicularis)
• to label proteins for single wavelength anomalous dispersion (SAD) phasing

Application: Seleno-L-methionine has been used:
• as a nonchemical stressor to treat Japanese Medaka fish embryos
• to label proteins for Single wavelength Anomalous Dispersion (SAD) phasing
• to study the distribution and inhibition effects of seleno-L-methionine on 4T1 mouse mammary carcinoma
Biochem/physiol Actions: Seleno-L-Methionine (SeMet) is capable of repressing atopic dermatitis (AD)-like skin lesions. It can also prevent the expression of total immunoglobulin E (IgE) and interleukin 4 (IL-4). It can cause ecotoxicity as it is absorbed by fish through diet.
Biochem/physiol Actions: 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 interference with protein tyrosine-based signaling and other protein functions due to formation of 3-nitrotyrosine, caused by excessive peroxynitrite. Seleno-L-methionine 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 selenomethionine in the micromolar range (45 to 130μM), while growth inhibition of normal fibroblasts required 1mM selenomethionine.
General description: Seleno-L-Methionine (SeMet), an organic form of selenium is found in Cupriavidus metallidurans.
Packaging: 100, 500 mg in glass bottle
Purity ≥98% (TLC)
Storage Temp. −20°C
UNSPSC 12352209

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