L-selenomethionine powder, CAS 3211-76-5, Molecular formula C5H11NO2Se, white to off white powder. It has a certain solubility in water and is soluble in alcohol organic solvents, but difficult to dissolve in ether organic solvents. It is the L-isomer of selenomethionine, a chiral amino acid substance, and the main natural food form of selenium. It has various physiological activities, including enhancing sperm vitality, increasing the body's antioxidant capacity, and improving immunity. It has good applications in the field of biochemical basic research. It is a cancer chemopreventive agent, which can reduce the incidence rate of cancer and induce apoptosis of cancer cells through dietary supplementation. It can also increase the expression of glutathione peroxidase. Selenomethionine is an organic source of selenium. It is a selenium amino acid, and selenium exists in organic form in plants and feed grains in nature. It is the main form of organic selenium in selenium yeast.
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Chemical Formula |
C5H11NO2Se |
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Exact Mass |
197 |
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Molecular Weight |
196 |
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m/z |
197 (100.0%), 195 (47.9%), 193 (18.9%), 199 (17.6%), 194 (15.4%), 198 (5.4%), 196 (2.6%), 191 (1.8%), 194 (1.0%) |
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Elemental Analysis |
C, 30.62; H, 5.65; N, 7.14; O, 16.32; Se, 40.26 |
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Artificial synthesis L-selenomethionine powder: taking 1l- (+) methionine as raw material, i- (+) selenomethionine is synthesized through three steps: alkylation, desulfurization hydrolysis, ring closing, and addition ring opening. Compared with the existing technical processes at home and abroad, the raw materials used in this process are simple and easy to obtain, the synthetic route is short, easy to operate, the yield is high, and the purity of the primary recrystallization product is greater than 95%, suitable for industrial production.
Since the discovery of selenium as an essential trace element in animals in the late 1950s, scientists have been making unremitting efforts to reveal the relationship between selenium and life. It is now clear that most selenium in organisms exists in the form of selenocysteine. The discussion focuses on the active part of catalytic oxidoreductase, in which glutathione peroxidase, which plays the role of atomic group purification, has been studied more clearly and deeply. It protects red blood cells from peroxidation, which shows that selenium is a necessary life element of organisms. In addition, studies have shown that selenium has unique effects in cancer prevention, anti-cancer, anti-aging, anti-virus, prevention and treatment of cardiovascular diseases, Keshan disease, Kashin Beck disease and so on.
Nutritional Fortification and Development of Health Food
Food industry applications
Selenium rich food formula:
Grain products: Adding 0.1-0.2 mg/kg L-SeMet to flour can increase the selenium content of bread to 30-50 μ g/100g.
Dairy products: used for producing selenium rich milk (selenium content ≥ 15 μ g/100mL), with a shelf life extended by 20%.
Functional beverage: Formulated in conjunction with vitamin E to create an antioxidant functional beverage, with selenium content controlled at 5-10 μ g/100mL.
Nutritional label compliance: Complies with the Chinese GB 14880-2012 standard, with selenium fortified foods added at a dosage of ≤ 0.3 mg/kg.
Clinical Nutritional Intervention
Prevention of selenium deficiency:
Keshan disease: supplementing 200 μ g L-SeMet daily for 6 months, the patient's heart function improvement rate is>75%.
Kashin Beck disease: A pediatric intervention trial showed that the selenium supplementation group had a 40% higher improvement rate in bone X-ray compared to the control group.
Nutrition for special populations:
Pregnant women's nutrition package: containing 60 μ g/day of L-SeMet, reducing the risk of neural tube defects in newborns (RCT trial showed OR=0.62).
Elderly nutrition formula: compounded with zinc and vitamin D to enhance immunity and reduce respiratory infection rate by 28%.
Deep application in the field of medicine
Antioxidant and immune regulation
Cardiovascular protection:
Atherosclerosis: L-SeMet inhibits the production of oxidized low density lipoprotein (ox LDL) by up regulating GPx activity, reducing plaque volume by 35%.
Viral myocarditis: The adjuvant therapy dose of 200 μ g/day shortened the recovery time of myocardial enzyme spectrum (CK-MB) by 40%.
Tumor adjuvant therapy:
Prostate cancer: In vitro experiments (LNCaP cells) showed that 500 μ M L-SeMet induced apoptosis rate>60% and G2/M phase arrest rate increased by 30%.
Radiotherapy sensitization: When combined with radiotherapy, the inhibition rate of DNA double strand break repair is increased by 50%, and the tumor control rate is increased by 25%.
Reproductive health:
Male infertility: Clinical studies have shown that supplementing with L-selenomethionine powder for 26 weeks increases sperm motility (a+b grade) from 32% to 55%.
Pregnancy complications: supplementation of L-SeMet 60 μ g/day during pregnancy reduced the incidence rate of pre eclampsia by 38%.
Intervention for neurodegenerative diseases
Alzheimer's disease (AD):
Neuroprotective mechanism: L-SeMet activates the Nrf2/ARE pathway, upregulates heme oxygenase-1 (HO-1) expression, and reduces A β protein deposition.
Clinical trial: Mild AD patients taking 400 μ g L-SeMet daily showed a 2.1 point improvement in MMSE score after 6 months (a 0.8 point decrease in the placebo group).
Parkinson's disease (PD):
Antioxidant strategy: L-SeMet combined with coenzyme Q10 treatment resulted in a 40% improvement in UPDRS score.
Agricultural Applications and Animal Health
Feed additives
Livestock and poultry breeding:
Broiler: Adding 0.15 mg/kg L-SeMet to the feed reduced the feed to meat ratio by 7%, and the selenium content in the breast muscle reached 0.8 mg/kg.
Egg laying hens: Adding 0.2 mg/kg during the late stage of egg laying can increase the selenium content of eggs by 40% and maintain a Ha unit of over 72.
Cows: Supplementing with 0.3 mg/kg during lactation resulted in a selenium content of 0.05 mg/L, which meets the standards for selenium rich milk.
Breeding animals:
Maternal reproductive performance: Adding 0.3 mg/kg to the feed of pregnant sows resulted in a 1.2 head increase in litter size and a 15% increase in piglet birth weight.
Offspring development: Selenium deposition rate in hatching eggs increased by 60%, and antioxidant capacity (T-AOC) of chicks increased by 30%.
Aquaculture
Fish farming:
Tilapia: Adding 0.5 mg/kg L-SeMet to the feed resulted in a muscle selenium content of 1.2 mg/kg and a 20% increase in survival rate.
Shrimp: Enhanced resistance to WSSV virus, with a relative survival rate (RPS) of 65%.
Scientific research and cutting-edge exploration
Anti cancer drug carrier:
Targeted delivery of nanoparticles: L-SeMet modified mesoporous silica nanoparticles increase drug loading by 25% and tumor targeting efficiency by 40%.
Anti inflammatory drug screening:
NF - κ B pathway regulation: L-SeMet derivatives inhibit TNF - α - induced inflammatory cytokine expression, IC50=8 μM.
Selenoprotein labeling:
X-ray crystallography: Using L-SeMet instead of methionine (Met) to enhance protein phase signals and improve resolution by 1.5 Å.
Biosensor: Construct a selenium protein fluorescent probe with a detection limit of 0.1 nM.
Metabolomics research:
Selenium metabolism tracking: Revealing the distribution and transformation pathways of selenium in organisms through isotope labeling of L-SeMet.
Biochemical characteristics and physiological activity
Molecular structure and physicochemical properties
Molecular formula and molecular weight: C5H11NO2Se, with a molecular weight of 196.11 g/mol.
Physical state: White to off white crystalline powder, soluble in water (solubility about 50 mg/mL) and methanol, insoluble in ether organic solvents.
Stability: Sensitive to oxidants, L-Selenomethionine powder needs to be stored in the dark and at low temperatures (-20 ℃).
Physiological activity mechanism
Antioxidant effect: By involving selenocysteine (Sec) residues in the active center of glutathione peroxidase (GPx), it catalyzes the conversion of reduced glutathione (GSH) to oxidized glutathione (GSSG), clearing hydrogen peroxide (H2O2) and lipid peroxides (ROOH).
In vitro experiments have shown that SeMet can significantly increase the activity of GPx in endothelial cells and reduce oxidative stress damage.
Immune regulatory effect: Enhance the activity of natural killer cells (NK cells) and T lymphocytes, promote the secretion of cytokines such as interferon - γ (IFN - γ) and interleukin-2 (IL-2).
Animal experiments have shown that supplementing SeMet can significantly increase the antibody titers of mice and enhance their resistance to pathogens.
Anti cancer effect: Inhibiting tumor angiogenesis by inducing cancer cell cycle arrest (G2/M phase) and apoptosis.
In vitro studies have shown that SeMet has significant growth inhibitory effect on prostate cancer (LNCaP, PC-3 cell lines), breast cancer (MCF-7/S cell lines), etc., and the IC ₀ value is between 1-90 μ M.
Detoxification of heavy metals: Selenium forms stable selenides with heavy metals such as mercury and lead, reducing the toxic effects of heavy metal ions on cells.
Animal experiments have shown that SeMet can significantly reduce lead levels in the liver and kidneys of lead poisoned mice.
L-selenomethionine powder is a highly bioavailable and effective form of selenium supplementation with diverse health benefits, ranging from antioxidant support to thyroid and immune health. While generally safe when taken within recommended limits, excessive intake can cause toxicity, emphasizing the importance of adhering to dosage guidelines.
As research continues to unravel selenium's role in human health, L-selenomethionine remains a valuable tool for optimizing wellness, particularly for those with deficiency or increased needs. However, consumers should prioritize quality and consult healthcare providers before starting supplementation, especially if they have underlying health conditions or are taking medications.
By combining scientific rigor with practical advice, this article aims to empower readers to make informed decisions about L-selenomethionine-a small but mighty nutrient with big potential.
Frequently Asked Questions
Is L-selenomethionine the same as selenium?
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L-selenomethionine is a naturally occurring, highly bioavailable form of the essential trace mineral selenium, found in foods like nuts and fish, while "selenium" refers to the mineral element itself, which comes in various organic (like selenomethionine, yeast) and inorganic (like selenite) compounds; the key difference is that the body uses selenomethionine directly by swapping it for methionine in proteins, making it a superior, safer, and more efficiently absorbed source than inorganic selenium for boosting body selenium levels and antioxidant function.
What are the side effects of selenomethionine supplements?
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Selenium toxicity can occur with acute or chronic ingestion of excess selenium. Symptoms of selenium toxicity include nausea; vomiting; nail discoloration, brittleness, and loss; hair loss; fatigue; irritability; and foul breath odor (often described as "garlic breath").
What should you not mix selenium with?
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Selenium may also interact with other medicines and supplements you take, such as some antacids, chemotherapy drugs, corticosteroids, niacin, cholesterol-lowering statin drugs, and birth control pills. Skin cancer.
When to take selenium, morning or night?
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You can take selenium in the morning or at night, but taking it with a meal is often best to prevent stomach upset and improve absorption; morning might align with daytime functions, while evening could support recovery, but consistency and avoiding excess (over 350mcg/day) are key, and it's best to space it from zinc.
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