2.02012-05-31 14:54:17 -06002015-09-13 12:56:14 -0600ECMDB21009M2MDB001427Se-MethylselenocysteineSe-Methylselenocysteine (SeMSC) is a naturally occurring seleno-amino acid that is synthesized by plants such as garlic, astragalus, onions and broccoli. SeMSC is an intermediate in selenoamino acid metabolism. 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. 3-(Methylseleno)-L-AlanineMethylselenocysteineSe-Methyl-L-selenocysteineSelenium-methylselenocystineC4H9NO2Se182.08182.979850365(2R)-2-amino-3-(methylselanyl)propanoic acidmethylselenocysteine26046-90-2C[Se]C[C@H](N)C(O)=OInChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1XDSSPSLGNGIIHP-VKHMYHEASA-NSolidCytoplasmPeriplasmlogp-2.83logs-0.07solubility1.56e+02 g/llogp-3.5pka_strongest_acidic1.46pka_strongest_basic8.4iupac(2R)-2-amino-3-(methylselanyl)propanoic acidaverage_mass182.08mono_mass182.979850365smilesC[Se]C[C@H](N)C(O)=OformulaC4H9NO2SeinchiInChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1inchikeyXDSSPSLGNGIIHP-VKHMYHEASA-Npolar_surface_area63.32refractivity38.2polarizability12.89rotatable_bond_count3acceptor_count4donor_count2physiological_charge0formal_charge0Selenoamino acid metabolismec00450Specdb::CMs1070Specdb::CMs1163Specdb::CMs3284Specdb::CMs31504Specdb::CMs31505Specdb::CMs38717Specdb::CMs160877Specdb::NmrOneD41642Specdb::NmrOneD41643Specdb::NmrOneD41644Specdb::NmrOneD41645Specdb::NmrOneD41646Specdb::NmrOneD41647Specdb::NmrOneD41648Specdb::NmrOneD41649Specdb::NmrOneD41650Specdb::NmrOneD41651Specdb::NmrOneD41652Specdb::NmrOneD41653Specdb::NmrOneD41654Specdb::NmrOneD41655Specdb::NmrOneD41656Specdb::NmrOneD41657Specdb::NmrOneD41658Specdb::NmrOneD41659Specdb::NmrOneD41660Specdb::NmrOneD41661Specdb::MsMs26873Specdb::MsMs26874Specdb::MsMs26875Specdb::MsMs33431Specdb::MsMs33432Specdb::MsMs33433Specdb::MsMs2797280Specdb::MsMs2797281Specdb::MsMs2797282Specdb::MsMs2881733Specdb::MsMs2881734Specdb::MsMs2881735HMDB04113147004129633C05689Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510Yin MB, Li ZR, Cao S, Durrani FA, Azrak RG, Frank C, Rustum YM: Enhanced 7-ethyl-10-hydroxycamptothecin (SN-38) lethality by methylselenocysteine is associated with Chk2 phosphorylation at threonine-68 and down-regulation of Cdc6 expression. Mol Pharmacol. 2004 Jul;66(1):153-60.15213307Spallholz, Julian E.; Reid, Ted W.; Walkup, Robert D. A method of using synthetic L-Se-methylselenocysteine as a nutriceutical. Eur. Pat. Appl. (2002), 21 pp. http://hmdb.ca/system/metabolites/msds/000/003/694/original/HMDB04113.pdf?1358461408Gamma-glutamyltranspeptidaseP18956GGT_ECOLIggthttp://ecmdb.ca/proteins/P18956.xmlCysteine desulfurase_P77444SUFS_ECOLIsufShttp://ecmdb.ca/proteins/P77444.xml(5-L-Glutamyl)-peptide + Se-Methylselenocysteine <> Peptide + gamma-Glutamyl-Se-methylselenocysteineR04935Se-Methylselenocysteine + Water <> Pyruvic acid + Ammonia + MethaneselenolR09366