L-Selenomethionine
Synonym(s):(S)-2-Amino-4-(methylseleno)butyric acid;Seleno-L -methionine
- CAS NO.:3211-76-5
- Empirical Formula: C5H11NO2Se
- Molecular Weight: 196.11
- MDL number: MFCD00037210
- EINECS: 608-705-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-02-02 18:10:39
What is L-Selenomethionine?
Chemical properties
Solid
The Uses of L-Selenomethionine
A compound shown to increase expression of glutathione peroxidase
The Uses of L-Selenomethionine
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
Background
Selenomethionine is a naturally occuring amino acid in some plant materials such as cereal grains, soybeans and enriched yeast but it cannot be synthesized from animals or humans. It can be produced from post-structural modifications. In vivo, selenomethionine plays an essential role in acting as an antioxidant, where it depletes reactive oxygen species (ROS) and aids in the formation and recycling of glutathione, another important antioxidant. In comparison to selenite, which is the inorganic form of selenium, the organic form of selenomethionine is more readily absorbed in the human body. Selenomethionin is used in biochemical laboratories where its incorporation into proteins that need to be visualized enhances the performance of X-ray crystallography.
What are the applications of Application
L-Selenomethionine is a compound shown to increase expression of glutathione peroxidase
Definition
ChEBI: The L-enantiomer of selenomethionine.
General Description
Seleno-L-Methionine (SeMet), an organic form of selenium is found in Cupriavidus metallidurans.
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.
Metabolism
Not Available
Properties of L-Selenomethionine
| Melting point: | 265 °C |
| Boiling point: | 320.8±37.0 °C(Predicted) |
| alpha | 18 º (c=1, 1N HCl) |
| refractive index | 18 ° (C=0.5, 2mol/L HCl) |
| storage temp. | -20°C |
| solubility | H2O: 50 mg/mL |
| pka | 2.26±0.10(Predicted) |
| form | powder |
| color | white to off-white |
| Water Solubility | soluble |
| Merck | 14,8441 |
| InChI | InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 |
| CAS DataBase Reference | 3211-76-5(CAS DataBase Reference) |
Safety information for L-Selenomethionine
| Signal word | Danger |
| Pictogram(s) |
![]() Skull and Crossbones Acute Toxicity GHS06 ![]() Health Hazard GHS08 ![]() Environment GHS09 |
| GHS Hazard Statements |
H373:Specific target organ toxicity, repeated exposure H410:Hazardous to the aquatic environment, long-term hazard |
| Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P403+P233:Store in a well-ventilated place. Keep container tightly closed. |
Computed Descriptors for L-Selenomethionine
| InChIKey | RJFAYQIBOAGBLC-BYPYZUCNSA-N |
| SMILES | C(O)(=O)[C@@H](N)CC[Se]C |
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