Name | Selenomethionine |
Synonyms | 1464-42-2 Selenomethionine methionine,seleno Methionine, seleno seleniummethionine Selenium methionine 2-amino-4-(methylselenyl)-butyricaci 2-amino-4-(methylselenyl)butyricacid 2-amino-4-(methylselanyl)butanoic acid Butyric acid, 2-amino-4-(methylselenyl)- butanoic acid, 2-amino-4-(methylseleno)- 1-BUTANOIC ACID 2-AMINO-4-(METHYL SELEN O (2S)-2-amino-4-(methylselanyl)butanoic acid |
CAS | 1464-42-2 |
EINECS | 215-977-0 |
InChI | InChI=1/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 |
Molecular Formula | C5H11NO2Se |
Molar Mass | 196.11 |
Melting Point | 267-269 °C |
Boling Point | 320.8±37.0 °C(Predicted) |
Flash Point | 147.8°C |
Water Solubility | soluble |
Solubility | Soluble in water and methanol |
Vapor Presure | 6.45E-05mmHg at 25°C |
Appearance | White crystalline solid |
Color | White to Almost white |
Merck | 14,8441 |
BRN | 1758204 |
pKa | 2.26±0.10(Predicted) |
Storage Condition | -20°C |
MDL | MFCD00063089 |
Physical and Chemical Properties | Colorless transparent six square crystal, metallic luster, soluble in water and methanol. Pharmaceutical and health products intermediates, feed additives. |
Use | Used as pharmaceutical and health products intermediates, feed additives |
Risk Codes | R23/25 - Toxic by inhalation and if swallowed. R33 - Danger of cumulative effects R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S20/21 - S28 - After contact with skin, wash immediately with plenty of soap-suds. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 3283 |
WGK Germany | 3 |
RTECS | ES7110000 |
HS Code | 2931909000 |
Hazard Class | 6.1 |
Packing Group | III |
Reference Show more | 1. Cai Tao, Gong, Zhu Wenxue, et al. Determination of Selenium Amino Acids in Enshi Three Selenium-enriched Vegetables by Pre-column Derivatization-HPLC [J]. Analytical Laboratory, 2020, v.39(04):98-102. 2. [IF = 3.738] Xu Yuling et al."Effects of Supplementary Selenium and Vitamin E on the Growth Performance, Antioxidant Enzyme Activity, and Gene Expression of Sea Cucumber Apostichopus japonicus." Biol Trace Elem Res. 2021 Dec;199(12):4820-4831 3. [IF = 3.738] Jing Hongyuan et al."LncRNAs Transcriptome Analysis Revealed Potential Mechanisms of Selenium to Mastitis in Dairy Cows." Biol Trace Elem Res. 2022 Jan;:1-9 4. [IF = 6.312] Ying Gao et al."Selenomethionine Ameliorates Cognitive Impairment, Decreases Hippocampal Oxidative Stress and Attenuates Dysbiosis in D-Galactose-Treated Mice." Antioxidants-Basel. 2022 Jan;11(1):111 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Overview | Due to the presence of chiral centers, selenoamino acids have different configurations. The physiological activity and bioavailability of selenoamino acids in different configurations are quite different. Under normal circumstances, only L-configuration selenoamino acids can be absorbed and utilized by living tissues, while D-configuration or racemic selenoamino acids may cause greater harm to the human body. Selenoamino acids prepared by conventional chemical synthesis are generally DL-racemic compounds, and optical pure L-selenomethionine must be used as food, feed additives and pharmaceutical applications. |
application | DL-selenomethionine as a natural organic selenium source in living organisms, is gradually replacing inorganic compounds such as sodium selenite, becoming a good source of selenium supplement and an intermediate for preparing other selenium-containing drugs, which has become the development focus of selenium compounds. |
synthesis method | synthesis of DL-selenomethionine sodium salt crude: alcohol solvent containing alkali metal carbonate is used as the reduction reaction medium, the alcohol solvent containing alkali metal carbonate refers to methanol, ethanol, propanol, isopropanol and butanol containing potassium carbonate or/and sodium carbonate, step (2) The purified dimethyl diselenoether reacts with hydrazine hydrate and the catalyst at a temperature of 5~15 ℃ for 0.5~2h to generate sodium methelenoate, and the molar ratio of hydrazine hydrate to dimethyl diselenoether is 1~2, then, the α-amino-γ-butyrolactone hydrobromide with a molar ratio of 1-1.5 of methyl selenol and the α-amino-γ-butyrolactone hydrobromide with a molar ratio of 0.5-500 of DL-selenomethionine is heated to 60-65 ℃ for reflux reaction for 6h, and the molar ratio of DL-selenomethionine is added for hydrolysis, and the pH value is adjusted to 5-6, and the crude DL-selenomethionine sodium salt is obtained by dehydration, the catalyst comprises carbon powder and/or ferric chloride, and the molar ratio to dimethyl diselenet is 0.05 to 0.1; |
biological activity | Selenomethionine is a naturally occurring amino acid containing selenium and is a common natural food source. |
use | as an intermediate and feed additive for medical and health products |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |