1.0 2010-04-08 22:07:50 UTC 2019-11-26 03:01:53 UTC FDB007914 Selenomethyl selenocysteine Selenomethionine is an amino acid containing selenium that cannot be synthesized by higher animals, but can be obtained from plant material. Selenomethionine is the major seleno-compound in cereal grains (wheat grain, maize and rice), soybeans and enriched yeast. Seleno-compounds present in plants may have a profound effect upon the health of animals and human subjects. It is now known that the total Se content cannot be used as an indication of its efficacy, but knowledge of individual selenocompounds is necessary to fully assess the significance. Thus, speciation of the seleno-compounds has moved to the forefront. Since animals and man are dependent upon plants for their nutritional requirements, this makes the types of seleno-compounds in plants even more critical. Se enters the food chain through incorporation into plant proteins, mostly as selenocysteine and selenomethionine at normal Se levels. There are two possible pathways for the catabolism of selenomethionine. One is the transsulfuration pathway via selenocystathionine to produce selenocysteine, which in turn is degraded to H2Se by the enzyme b-lyase. The other pathway is the transamination-decarboxylation pathway. It was estimated that 90% of methionine is metabolized through this pathway and thus could be also the major route for selenomethionine catabolism. (PMID: 14748935, Br J Nutr. 2004 Jan;91(1):11-28.); Selenomethionine is an amino acid containing selenium. The L-isomer of selenomethionine, known as Se-met and Sem, is a common natural food source of selenium. In vivo, selenomethionine is randomly incorporated instead of methionine and is readily oxidized. Its antioxidant activity arises from its ability to deplete reactive species. Selenium and sulfur are chalcogen elements that share many chemical properties and the substitution of methionine to selenomethionine may have no effect on protein structure and function. However, the incorporation of selenomethionine into tissue proteins and keratin in horses causes alkali disease. Alkali disease is characterized by emaciation, loss of hair, deformation and shedding of hooves, loss of vitality and erosion of the joints of long bones. Selenomethyl selenocysteine is found in garden onion. C4H9NO2Se 182.08 182.979850365 2-amino-3-(methylselanyl)propanoic acid se-methylselenocysteine 2574-71-2 C[Se]CC(N)C(O)=O InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7) XDSSPSLGNGIIHP-UHFFFAOYSA-N belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Alpha amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Selenoethers Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Carbonyl group Carboxylic acid Hydrocarbon derivative Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organoselenium compound Primary aliphatic amine Primary amine Selenoether a small molecule non-proteinogenic alpha-amino acid selenocysteines logp -2.83 ALOGPS logs -0.07 ALOGPS solubility 1.56e+02 g/l ALOGPS melting_point 275 oC logp -3.5 ChemAxon pka_strongest_acidic 1.46 ChemAxon pka_strongest_basic 8.4 ChemAxon iupac 2-amino-3-(methylselanyl)propanoic acid ChemAxon average_mass 182.08 ChemAxon mono_mass 182.979850365 ChemAxon smiles C[Se]CC(N)C(O)=O ChemAxon formula C4H9NO2Se ChemAxon inchi InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7) ChemAxon inchikey XDSSPSLGNGIIHP-UHFFFAOYSA-N ChemAxon polar_surface_area 63.32 ChemAxon refractivity 38.2 ChemAxon polarizability 12.72 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24552 Specdb::CMs 42497 Specdb::MsMs 43404 Specdb::MsMs 43405 Specdb::MsMs 43406 Specdb::MsMs 138807 Specdb::MsMs 138808 Specdb::MsMs 138809 HMDB31466 9068 #<Reference:0x000055ce3250b968> #<Reference:0x000055ce3250b738> Garden onion Type 1 specific Allium cepa 4679 Anti neoplastic 465 A substance that inhibits or prevents the proliferation of neoplasms.