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Se-methyl-laevo-selenocysteine
L-alanine, 3-(methylseleno)-

Supplier Sponsors

Name:(2R)-2-amino-3-methylselanylpropanoic acid
CAS Number: 26046-90-2Picture of molecule3D/inchi
FDA UNII: TWK220499Z
Nikkaji Web:J362.852C
Molecular Weight:182.08113000
Formula:C4 H9 N O2 Se
BioActivity Summary:listing
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Category:dietary supplements
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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 FDA/DG SANTE Petitions, Reviews, Notices:
FR DOC # 2012-1692 Agency Information Collection Activities; Proposed Collection; Comment Request; Experimental Study of Consumer Response to Health Claims and Disclaimers About the Relationship Between Selenium and Risk of Various Cancers View - notice PDF
 
Physical Properties:
Appearance:off white crystalline solid (est)
Assay: 98.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 314.00 to 315.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.000103 mmHg @ 25.00 °C. (est)
Flash Point: 291.00 °F. TCC ( 143.70 °C. ) (est)
logP (o/w): -0.043 (est)
Soluble in:
 water, 4.458e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
3-(Methylseleno)-L-alanine 98%
BOC Sciences
For experimental / research use only.
Se-Methyl-laevo-selenocysteine
Sabinsa Corporation
Methyl SelenoCysteine 5000 DCP
Sabinsa Corporation
Methyl SelenoCysteine
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
dietary supplements
Recommendation for Se-methyl-laevo-selenocysteine usage levels up to:
 not for fragrance use.
 
Recommendation for Se-methyl-laevo-selenocysteine flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Se-methyl-L-selenocysteine added as a source of selenium for nutritional purposes to food supplements
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EPI System: View
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EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :147004
National Institute of Allergy and Infectious Diseases:Data
(2R)-2-amino-3-methylselanylpropanoic acid
Chemidplus:0026046902
 
References:
 (2R)-2-amino-3-methylselanylpropanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):147004
Pubchem (sid):135104228
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C05689
HMDB (The Human Metabolome Database):HMDB04113
FooDB:FDB012599
FDA Listing of Food Additive Status:View
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 bean butter bean
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 brassica oleracea botrytis
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 cabbage
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 garlic
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 onion
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Synonyms:
L-alanine, 3-(methylseleno)-
(R)-2-amino-3-(methylseleno)propionic acid
(2R)-2-amino-3-methylselanylpropanoic acid
 methyl selenocysteine
Se-methyl-L-selenocysteine
se-methyl-seleno-L-cysteine
3-(methylselanyl)-L-alanine
3-(methylseleno)-L-alanine
 methylselenocysteine
 selenium-methylselenocystine
 

Articles:

PubMed:Methylselenocysteine preventing castration-resistant progression of prostate cancer.
PubMed:Selenium distribution and speciation in plant parts of wheat (Triticum aestivum) and Indian mustard (Brassica juncea) from a seleniferous area of Punjab, India.
PubMed:Safety evaluation of Se-methylselenocysteine as nutritional selenium supplement: Acute toxicity, genotoxicity and subchronic toxicity.
PubMed:Se-methylselenocysteine inhibits apoptosis induced by clusterin knockdown in neuroblastoma N2a and SH-SY5Y cell lines.
PubMed:Roles of rhizobial symbionts in selenium hyperaccumulation in Astragalus (Fabaceae).
PubMed:Synthesis of [(77)Se]-methylselenocysteine when preparing sauerkraut in the presence of [(77)Se]-selenite. Metabolic transformation of [ (77)Se]-methylselenocysteine in Wistar rats determined by LC-IDA-ICP-MS.
PubMed:Synergistic effect of Se-methylselenocysteine and vitamin E in ameliorating the acute ethanol-induced oxidative damage in rat.
PubMed:Efficient interface for online coupling of capillary electrophoresis with inductively coupled plasma-mass spectrometry and its application in simultaneous speciation analysis of arsenic and selenium.
PubMed:Concurrent quantitative HPLC-mass spectrometry profiling of small selenium species in human serum and urine after ingestion of selenium supplements.
PubMed:Impact of selenium supply on Se-methylselenocysteine and glucosinolate accumulation in selenium-biofortified Brassica sprouts.
PubMed:A high isoflavone diet decreases 5' adenosine monophosphate-activated protein kinase activation and does not correct selenium-induced elevations in fasting blood glucose in mice.
PubMed:Biological and chemical investigation of Allium cepa L. response to selenium inorganic compounds.
PubMed:Impact of selenium on mortality, bioaccumulation and feeding deterrence in the invasive Argentine ant, Linepithema humile (Hymenoptera: Formicidae).
PubMed:Se-methylselenocysteine offers selective protection against toxicity and potentiates the antitumour activity of anticancer drugs in preclinical animal models.
PubMed:Methylseleninic acid elevates REDD1 and inhibits prostate cancer cell growth despite AKT activation and mTOR dysregulation in hypoxia.
PubMed:Evaluation of the respiratory elimination kinetics of selenate and Se-methylselenocysteine after oral administration in lambs.
PubMed:Evaluation of selenium species in selenium-enriched pakchoi (Brassica chinensis Jusl var parachinensis (Bailey) Tsen & Lee) using mixed ion-pair reversed phase HPLC-ICP-MS.
PubMed:Effects of selenium on development, survival, and accumulation in the honeybee (Apis mellifera L.).
PubMed:Selenium Biomarkers in Prostate Cancer Cell Lines and Influence of Selenium on Invasive Potential of PC3 Cells.
PubMed:Which form is that? The importance of selenium speciation and metabolism in the prevention and treatment of disease.
PubMed:Molecular mechanisms involved in the protective effect of selenocystine against methylmercury-induced cell death in human HepG2 cells.
PubMed:Comparative oral dose toxicokinetics of selenium compounds commonly found in selenium accumulator plants.
PubMed:Assessment of the anticancer compounds Se-methylselenocysteine and glucosinolates in Se-biofortified broccoli (Brassica oleracea L. var. italica) sprouts and florets.
PubMed:Selenium metabolism in cancer cells: the combined application of XAS and XFM techniques to the problem of selenium speciation in biological systems.
PubMed:Methylselenol prodrug enhances MDV3100 efficacy for treatment of castration-resistant prostate cancer.
PubMed:Combination effects of dietary soy and methylselenocysteine in a mouse model of prostate cancer.
PubMed:Organoselenium compounds modulate extracellular redox by induction of extracellular cysteine and cell surface thioredoxin reductase.
PubMed:Analysis of animal and plant selenometabolites in roots of a selenium accumulator, Brassica rapa var. peruviridis, by speciation.
PubMed:Composition and distribution of the main active components in selenium-enriched fruit bodies of Cordyceps militaris link.
PubMed:The preventive effect of Se-methylselenocysteine on γ-radiation-induced oxidative stress in rat lungs.
PubMed:An in vitro investigation of species-dependent intestinal transport of selenium and the impact of this process on selenium bioavailability.
PubMed:Fertilizing soil with selenium fertilizers: impact on concentration, speciation, and bioaccessibility of selenium in leek (Allium ampeloprasum).
PubMed:Colorectal cancer cells Caco-2 and HCT116 resist epigenetic effects of isothiocyanates and selenium in vitro.
PubMed:Influence of speciation on the response from selenium to UV-photochemical vapor generation.
PubMed:TrxR1 and GPx2 are potently induced by isothiocyanates and selenium, and mutually cooperate to protect Caco-2 cells against free radical-mediated cell death.
PubMed:Prolyl hydroxylase 2 dependent and Von-Hippel-Lindau independent degradation of Hypoxia-inducible factor 1 and 2 alpha by selenium in clear cell renal cell carcinoma leads to tumor growth inhibition.
PubMed:Selenium distribution and speciation in the hyperaccumulator Astragalus bisulcatus and associated ecological partners.
PubMed:Exploring the structural basis for selenium/mercury antagonism in Allium fistulosum.
PubMed:Methylselenocysteine treatment leads to diselenide formation in human cancer cells: evidence from X-ray absorption spectroscopy studies.
PubMed:Ugt1a is required for the protective effect of selenium against irinotecan-induced toxicity.
PubMed:Nutritional and supranutritional levels of selenate differentially suppress prostate tumor growth in adult but not young nude mice.
PubMed:Soy content of basal diets determines the effects of supplemental selenium in male mice.
PubMed:Biofortification of tomato (Solanum lycopersicum) fruit with the anticancer compound methylselenocysteine using a selenocysteine methyltransferase from a selenium hyperaccumulator.
PubMed:Augmented therapeutic efficacy of irinotecan is associated with enhanced drug accumulation.
PubMed:Estimating intestinal absorption of inorganic and organic selenium compounds by in vitro flux and biotransformation studies in Caco-2 cells and ICP-MS detection.
PubMed:Selenium-induced apoptosis-like cell death in Plasmodium falciparum.
PubMed:Rapid speciation and quantification of selenium compounds by HPLC-ICP MS using multiple standards labelled with different isotopes.
PubMed:Selenium concentration and speciation in biofortified flour and bread: Retention of selenium during grain biofortification, processing and production of Se-enriched food.
PubMed:Mouse prostate proteomes are differentially altered by supranutritional intake of four selenium compounds.
PubMed:Quantitative determination of small selenium species in human serum by HPLC/ICPMS following a protein-removal, pre-concentration procedure.
PubMed:Methylselenocysteine: a promising antiangiogenic agent for overcoming drug delivery barriers in solid malignancies for therapeutic synergy with anticancer drugs.
PubMed:Evaluation of genotypic variation of broccoli (Brassica oleracea var. italic) in response to selenium treatment.
PubMed:Metabolic and bioprocess engineering for production of selenized yeast with increased content of seleno-methylselenocysteine.
PubMed:Uptake, distribution, and speciation of selenoamino acids by human cancer cells: X-ray absorption and fluorescence methods.
PubMed:Se-methylselenocysteine inhibits lipopolysaccharide-induced NF-κB activation and iNOS induction in RAW 264.7 murine macrophages.
PubMed:Chemical form of selenium affects its uptake, transport, and glutathione peroxidase activity in the human intestinal Caco-2 cell model.
PubMed:Investigation of the selenium metabolism in cancer cell lines.
PubMed:Formation of methylselenol, dimethylselenide and dimethyldiselenide in in vitro metabolism models determined by headspace GC-MS.
PubMed:A method for analysis of dimethyl selenide and dimethyl diselenide by LC-ICP-DRC-MS.
PubMed:Distribution and metabolism of selenohomolanthionine labeled with a stable isotope.
PubMed:Selenium hyperaccumulation offers protection from cell disruptor herbivores.
PubMed:Simultaneous analysis of mercury and selenium species including chiral forms of selenomethionine in human urine and serum by HPLC column-switching coupled to ICP-MS.
PubMed:Selenium compounds activate ATM-dependent DNA damage response via the mismatch repair protein hMLH1 in colorectal cancer cells.
PubMed:Proteomic profiling of potential molecular targets of methyl-selenium compounds in the transgenic adenocarcinoma of mouse prostate model.
PubMed:The von Hippel-Lindau (VHL) tumor-suppressor gene is down-regulated by selenium deficiency in Caco-2 cells and rat colon mucosa.
PubMed:Speciation analysis of arsenic and selenium compounds by CE-dynamic reaction cell-ICP-MS.
PubMed:Molecular mechanisms of selenium tolerance and hyperaccumulation in Stanleya pinnata.
PubMed:Selenium, but not lycopene or vitamin E, decreases growth of transplantable dunning R3327-H rat prostate tumors.
PubMed:Anti-hemolytic and peroxyl radical scavenging activity of organoselenium compounds: an in vitro study.
PubMed:Methylselenocysteine resets the rhythmic expression of circadian and growth-regulatory genes disrupted by nitrosomethylurea in vivo.
PubMed:Chemopreventive mechanisms of α-keto acid metabolites of naturally occurring organoselenium compounds.
PubMed:Establishing optimal selenium status: results of a randomized, double-blind, placebo-controlled trial.
PubMed:Selenium compounds activate early barriers of tumorigenesis.
PubMed:Se-methylselenocysteine sensitizes hypoxic tumor cells to irinotecan by targeting hypoxia-inducible factor 1alpha.
PubMed:Detection and identification of hydrophilic selenium compounds in selenium-rich yeast by size exclusion-microbore normal-phase HPLC with the on-line ICP-MS and electrospray Q-TOF-MS detection.
PubMed:Differential apoptotic response of human cancer cells to organoselenium compounds.
PubMed:Modifying culture conditions in chemical library screening identifies alternative inhibitors of mycobacteria.
PubMed:In vitro radioprotection studies of organoselenium compounds: differences between mono- and diselenides.
PubMed:Speciation analysis of selenium metabolites in urine and breath by HPLC- and GC-inductively coupled plasma-MS after administration of selenomethionine and methylselenocysteine to rats.
PubMed:Inhibition of colon cancer growth by methylselenocysteine-induced angiogenic chemomodulation is influenced by histologic characteristics of the tumor.
PubMed:Alpha-keto acid metabolites of naturally occurring organoselenium compounds as inhibitors of histone deacetylase in human prostate cancer cells.
PubMed:Identification of anionic selenium species in Se-rich yeast by electrospray QTOF MS/MS and hybrid linear ion trap/orbitrap MSn.
PubMed:Alpha-keto acid metabolites of organoselenium compounds inhibit histone deacetylase activity in human colon cancer cells.
PubMed:Methyl-selenium compounds inhibit prostate carcinogenesis in the transgenic adenocarcinoma of mouse prostate model with survival benefit.
PubMed:Se-methylselenocysteine sensitized TRAIL-mediated apoptosis via down-regulation of Bcl-2 expression.
PubMed:Selenium metabolism in rats with long-term ingestion of Se-methylselenocysteine using enriched stable isotopes.
PubMed:Bioactivation of selenocysteine derivatives by beta-lyases present in common gastrointestinal bacterial species.
PubMed:Characterization of selenocysteine methyltransferases from Astragalus species with contrasting selenium accumulation capacity.
PubMed:In vivo molecular mediators of cancer growth suppression and apoptosis by selenium in mammary and prostate models: lack of involvement of gadd genes.
PubMed:Chemopreventive doses of methylselenocysteine alter circadian rhythm in rat mammary tissue.
PubMed:Study of the effect of sample preparation and cooking on the selenium speciation of selenized potatoes by HPLC with ICP-MS and electrospray ionization MS/MS.
PubMed:Accumulation of an organic anticancer selenium compound in a transgenic Solanaceous species shows wider applicability of the selenocysteine methyltransferase transgene from selenium hyperaccumulators.
PubMed:Diets high in selenium and isoflavones decrease androgen-regulated gene expression in healthy rat dorsolateral prostate.
PubMed:Differential action of methylselenocysteine in control and alloxan-diabetic rabbits.
PubMed:Timing of supplementation of selenium and isoflavones determines prostate cancer risk factor reduction in rats.
PubMed:Combination of methylselenocysteine with tamoxifen inhibits MCF-7 breast cancer xenografts in nude mice through elevated apoptosis and reduced angiogenesis.
PubMed:Characteristics of transport of selenoamino acids by epithelial amino acid transporters.
PubMed:Selenium in edible mushrooms.
PubMed:Elemental selenium particles at nano-size (Nano-Se) are more toxic to Medaka (Oryzias latipes) as a consequence of hyper-accumulation of selenium: a comparison with sodium selenite.
PubMed:Comparison of biotransformation of inorganic selenium by Lactobacillus and Saccharomyces in lactic fermentation process of yogurt and kefir.
PubMed:Long exposure of non-cytotoxic concentrations of methylselenol suppresses the invasive potential of B16F10 melanoma.
PubMed:Hypoxia-specific drug tirapazamine does not abrogate hypoxic tumor cells in combination therapy with irinotecan and methylselenocysteine in well-differentiated human head and neck squamous cell carcinoma a253 xenografts.
PubMed:Tumor vascular maturation and improved drug delivery induced by methylselenocysteine leads to therapeutic synergy with anticancer drugs.
PubMed:Se-methylselenocysteine alters collagen gene and protein expression in human prostate cells.
PubMed:Selenium-enriched Japanese radish sprouts influence glutathione peroxidase and glutathione S-transferase in an organ-specific manner in rats.
PubMed:Substrate specificity of human glutamine transaminase K as an aminotransferase and as a cysteine S-conjugate beta-lyase.
PubMed:Isotope dilution quantification of ultratrace gamma-glutamyl-Se-methylselenocysteine species using HPLC with enhanced ICP-MS detection by ultrasonic nebulisation or carbon-loaded plasma.
PubMed:Superior in vivo inhibitory efficacy of methylseleninic acid against human prostate cancer over selenomethionine or selenite.
PubMed:[Effects of Se-methylselenocysteine on biological behavior of and matrix metalloproteinase-2 expression in human breast cancer MDA-MB-231 cells].
PubMed:A selenium-deficient Caco-2 cell model for assessing differential incorporation of chemical or food selenium into glutathione peroxidase.
PubMed:Determination of selenium and tellurium compounds in biological samples by ion chromatography dynamic reaction cell inductively coupled plasma mass spectrometry.
PubMed:Direct determination of selenium in rat blood plasma by Zeeman atomic absorption spectrometry.
PubMed:Subchronic oral toxicity studies of Se-methylselenocysteine, an organoselenium compound for breast cancer prevention.
PubMed:Preferential organ distribution of methylselenol source Se-methylselenocysteine relative to methylseleninic acid.
PubMed:Chemosensitization of B-cell lymphomas by methylseleninic acid involves nuclear factor-kappaB inhibition and the rapid generation of other selenium species.
PubMed:Methylation and demethylation of intermediates selenide and methylselenol in the metabolism of selenium.
PubMed:Selenium methylselenocysteine protects human hepatoma HepG2 cells against oxidative stress induced by tert-butyl hydroperoxide.
PubMed:Toxicity and mutagenicity of selenium compounds in Saccharomyces cerevisiae.
PubMed:Elemental selenium at nano size (Nano-Se) as a potential chemopreventive agent with reduced risk of selenium toxicity: comparison with se-methylselenocysteine in mice.
PubMed:Selenium accumulation protects plants from herbivory by Orthoptera via toxicity and deterrence.
PubMed:Selenium transformation studies during broccoli (Brassica oleracea) growing process by liquid chromatography-inductively coupled plasma mass spectrometry (LC-ICP-MS).
PubMed:Chemopreventive effect of selenium-enriched Japanese radish sprout against breast cancer induced by 7,12-dimethylbenz[a]anthracene in rats.
PubMed:Selenocysteine beta-lyase and methylselenol demethylase in the metabolism of Se-methylated selenocompounds into selenide.
PubMed:Biochemical and molecular characterization of the homocysteine S-methyltransferase from broccoli (Brassica oleracea var. italica).
PubMed:Evaluation of chemopreventive agents for genotoxic activity.
PubMed:Efficacy of increasing the therapeutic index of irinotecan, plasma and tissue selenium concentrations is methylselenocysteine dose dependent.
PubMed:Differential effects of selenium compounds on glucose synthesis in rabbit kidney-cortex tubules and hepatocytes. In vitro and in vivo studies.
PubMed:Differential effects of naturally occurring and synthetic organoselenium compounds on biomarkers in androgen responsive and androgen independent human prostate carcinoma cells.
PubMed:Elemental speciation by parallel elemental and molecular mass spectrometry and peak profile matching.
PubMed:Selenium-tolerant diamondback moth disarms hyperaccumulator plant defense.
PubMed:Murine hepatoma (Hepa1c1c7) cells: a responsive in vitro system for chemoprotective enzyme induction by organoselenium compounds.
PubMed:Metabolism of 76Se-methylselenocysteine compared with that of 77Se-selenomethionine and 82Se-selenite.
PubMed:The mechanism of methylselenocysteine and docetaxel synergistic activity in prostate cancer cells.
PubMed:Spatial imaging, speciation, and quantification of selenium in the hyperaccumulator plants Astragalus bisulcatus and Stanleya pinnata.
PubMed:New separation method for organic and inorganic selenium compounds based on anion exchange chromatography followed by inductively coupled plasma mass spectrometry.
PubMed:Uptake and speciation of selenium in garlic cultivated in soil amended with symbiotic fungi (mycorrhiza) and selenate.
PubMed:Se-methylselenocysteine enhances PMA-mediated CD11c expression via phospholipase D1 activation in U937 cells.
PubMed:Monomethylated selenium inhibits growth of LNCaP human prostate cancer xenograft accompanied by a decrease in the expression of androgen receptor and prostate-specific antigen (PSA).
PubMed:Cancer chemoprevention: selenium as a prooxidant, not an antioxidant.
PubMed:Selenium species bioaccessibility in enriched radish (Raphanus sativus): a potential dietary source of selenium.
PubMed:Re: Yin MB, Li Z-R, Cao S, Durrani FA, Azrak RG, Frank C, and Rustum YM (2004) Enhanced 7-ethyl-10-hydroxycamptothecin (SN-38) lethality by methylselenocysteine is associated with Chk2 phosphorylation at threonin-68 and down-regulation of Cdc6 expression. Mol Pharmacol 66:153-160.
PubMed:Potentiation of irinotecan sensitivity by Se-methylselenocysteine in an in vivo tumor model is associated with downregulation of cyclooxygenase-2, inducible nitric oxide synthase, and hypoxia-inducible factor 1alpha expression, resulting in reduced angiogenesis.
PubMed:Effect of selenium-containing compounds on hepatic chemoprotective enzymes in mice.
PubMed:Liquid chromatography-mass spectrometry (LC-MS): a powerful combination for selenium speciation in garlic (Allium sativum).
PubMed:Chemopreventive activity of selenocysteine prodrugs against tobacco-derived nitrosamine (NNK) induced lung tumors in the A/J mouse.
PubMed:Chemical forms of selenium for cancer prevention.
PubMed:Selenium speciation in Agaricus bisporus and Lentinula edodes mushroom proteins using multi-dimensional chromatography coupled to inductively coupled plasma mass spectrometry.
PubMed:Speciation of cationic selenium compounds in Brassica juncea leaves by strong cation-exchange chromatography with inductively coupled plasma mass spectrometry.
PubMed:Se-methylselenocysteine inhibits phosphatidylinositol 3-kinase activity of mouse mammary epithelial tumor cells in vitro.
PubMed:Composition of chemical species of selenium contained in selenium-enriched shiitake mushroom and vegetables determined by high performance liquid chromatography with inductively coupled plasma mass spectrometry.
PubMed:Selenium protects against toxicity induced by anticancer drugs and augments antitumor activity: a highly selective, new, and novel approach for the treatment of solid tumors.
PubMed:Analysis of sulfur and selenium assimilation in Astragalus plants with varying capacities to accumulate selenium.
PubMed:Irinotecan pharmacokinetic and pharmacogenomic alterations induced by methylselenocysteine in human head and neck xenograft tumors.
PubMed:Molecular and biochemical characterization of the selenocysteine Se-methyltransferase gene and Se-methylselenocysteine synthesis in broccoli.
PubMed:Chromatographic speciation of anionic and neutral selenium compounds in Se-accumulating Brassica juncea (Indian mustard) and in selenized yeast.
PubMed:Osteopontin is a potential target gene in mouse mammary cancer chemoprevention by Se-methylselenocysteine.
PubMed:Interaction of selenium compounds with zinc finger proteins involved in DNA repair.
PubMed:Mechanisms of mammary cancer chemoprevention by organoselenium compounds.
PubMed:Enhanced 7-ethyl-10-hydroxycamptothecin (SN-38) lethality by methylselenocysteine is associated with Chk2 phosphorylation at threonine-68 and down-regulation of Cdc6 expression.
PubMed:Characteristics of selenazolidine prodrugs of selenocysteine: toxicity, selenium levels, and glutathione peroxidase induction in A/J mice.
PubMed:Selective modulation of the therapeutic efficacy of anticancer drugs by selenium containing compounds against human tumor xenografts.
PubMed:High-performance liquid chromatographic-inductively coupled plasma mass spectrometric evidence for Se-"alliins" in garlic and onion grown in Se-rich soil.
PubMed:Methioninase and selenomethionine but not Se-methylselenocysteine generate methylselenol and superoxide in an in vitro chemiluminescent assay: implications for the nutritional carcinostatic activity of selenoamino acids.
PubMed:Production of Se-methylselenocysteine in transgenic plants expressing selenocysteine methyltransferase.
PubMed:Selenium and its relationship to cancer: an update.
PubMed:Preparation of selenium-enriched sprouts and identification of their selenium species by high-performance liquid chromatography-inductively coupled plasma mass spectrometry.
PubMed:Inorganic selenium retards progression of experimental hormone refractory prostate cancer.
PubMed:Overexpression of selenocysteine methyltransferase in Arabidopsis and Indian mustard increases selenium tolerance and accumulation.
PubMed:Induction of apoptosis by Se-MSC in U937 human leukemia cells through release of cytochrome c and activation of caspases and PKC-delta: mutual regulation between caspases and PKC-delta via a positive feedback mechanism.
PubMed:Speciation of selenium compounds from high selenium broccoli is affected by the extracting solution.
PubMed:The antioxidant role of selenium and seleno-compounds.
PubMed:New concepts in selenium chemoprevention.
PubMed:Tissue distribution of cytosolic beta-elimination reactions of selenocysteine Se-conjugates in rat and human.
PubMed:Se-methylselenocysteine induces apoptosis through caspase activation and Bax cleavage mediated by calpain in SKOV-3 ovarian cancer cells.
PubMed:Selenocompounds in plants and animals and their biological significance.
PubMed:Beta-lyase-dependent attenuation of cisplatin-mediated toxicity by selenocysteine Se-conjugates in renal tubular cell lines.
PubMed:Antimutagenic activity of selenium-enriched green tea toward the heterocyclic amine 2-amino-3-methylimidazo[4,5-f]quinoline.
PubMed:Dimethyldiselenide and methylseleninic acid generate superoxide in an in vitro chemiluminescence assay in the presence of glutathione: implications for the anticarcinogenic activity of L-selenomethionine and L-Se-methylselenocysteine.
PubMed:Se-methylselenocysteine: a new compound for chemoprevention of breast cancer.
PubMed:Se-methylselenocysteine activates caspase-3 in mouse mammary epithelial tumor cells in vitro.
PubMed:Bioactivation of chemopreventive selenocysteine Se-conjugates and related amino acids by amino acid oxidases novel route of metabolism of selenoamino acids.
PubMed:Se-methylselenocysteine induces apoptosis mediated by reactive oxygen species in HL-60 cells.
PubMed:Methylselenocysteine modulates proliferation and apoptosis biomarkers in premalignant lesions of the rat mammary gland.
PubMed:Characterization of the biological activity of gamma-glutamyl-Se-methylselenocysteine: a novel, naturally occurring anticancer agent from garlic.
PubMed:Allium chemistry: synthesis, natural occurrence, biological activity, and chemistry of Se-alk(en)ylselenocysteines and their gamma-glutamyl derivatives and oxidation products.
PubMed:Se-methylselenocysteine induces apoptosis through caspase activation in HL-60 cells.
PubMed:Thioredoxin reductase activity in rat liver is not affected by supranutritional levels of monomethylated selenium in vivo and is inhibited only by high levels of selenium in vitro.
PubMed:Tumorigenesis, metabolism, speciation, bioavailability, and tissue deposition of selenium in selenium-enriched ramps (Allium tricoccum).
PubMed:Chemical speciation influences comparative activity of selenium-enriched garlic and yeast in mammary cancer prevention.
PubMed:In vitro and in vivo studies of methylseleninic acid: evidence that a monomethylated selenium metabolite is critical for cancer chemoprevention.
PubMed:High-performance liquid chromatography of selenium compounds utilizing perfluorinated carboxylic acid ion-pairing agents and inductively coupled plasma and electrospray ionization mass spectrometric detection.
PubMed:Selenium modulation of cell proliferation and cell cycle biomarkers in normal and premalignant cells of the rat mammary gland.
PubMed:Effects of methylselenocysteine on PKC activity, cdk2 phosphorylation and gadd gene expression in synchronized mouse mammary epithelial tumor cells.
PubMed:Chemoprevention of mammary cancer with Se-allylselenocysteine and other selenoamino acids in the rat.
PubMed:Selenium-induced inhibition of angiogenesis in mammary cancer at chemopreventive levels of intake.
PubMed:A family of S-methylmethionine-dependent thiol/selenol methyltransferases. Role in selenium tolerance and evolutionary relation.
PubMed:Distribution of free seleno-amino acids in plant tissue of Melilotus indica L. grown in selenium-laden soils.
PubMed:Inhibition of cdk2 kinase activity by methylselenocysteine in synchronized mouse mammary epithelial tumor cells.
PubMed:Organic and inorganic selenium compounds inhibit mouse mammary cell growth in vitro by different cellular pathways.
PubMed:Effect on an aqueous extract of selenium-enriched garlic on in vitro markers and in vivo efficacy in cancer prevention.
PubMed:Dissociation of the genotoxic and growth inhibitory effects of selenium.
PubMed:Metabolites of sodium selenite and methylated selenium compounds administered at cancer chemoprevention levels in the rat.
PubMed:Comparison of selenium and sulfur analogs in cancer prevention.
PubMed:Changes in ornithine decarboxylase activity and polyamine levels in response to eight different forms of selenium.
PubMed:Glycine reductase protein C. Properties and characterization of its role in the reductive cleavage of Se-carboxymethyl-selenoprotein A.
PubMed:Combination of blocking agents and suppressing agents in cancer prevention.
PubMed:Chemical form of selenium, critical metabolites, and cancer prevention.
PubMed:Thermostable S-alkylcysteine alpha, beta-lyase from a thermophile: purification and properties.
PubMed:Synergistic toxicity between arsenic and methylated selenium compounds.
PubMed:The metabolism of selenomethionine, Se-methylselenocysteine, their selenonium derivatives, and trimethylselenonium in the rat.
PubMed:Measurement of serum folate by 75Se-selenofolate radioassay. Results of a multi-institutional clinical trial.
PubMed:Biosynthesis of Se-methylselenocysteine and S-methylcysteine in Astragalus bisculcatus. Origin of the selenomethyl and the thiomethyl groups.
PubMed:Biosynthesis of Se-methylselenocysteine and S-methylcysteine in Astragalus bisulcatus.
PubMed:Seleno-amino acid found in Astragalus bisulcatus.
 
Notes:
Se-Methylselenocysteine (SeMSC) is a naturally occurring seleno-amino acid that is synthesized by plants such as garlic, astragalus, onions and broccoli. Unlike selenomethionine, which is incorporated into proteins in place of methionine, SeMSC is not incorporated into any proteins, thereby being fully available for the synthesis of selenium-containing enzymes such as glutathione peroxidase.
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