2.02012-05-31 10:25:15 -06002015-09-13 15:15:18 -0600ECMDB00271M2MDB000112SarcosineSarcosine, also known as N-methylglycine, is an intermediate and byproduct in glycine synthesis and degradation. Sarcosine is a substrate of sarcosine oxidase (alson known as N-methyl-L-tryptophan oxidase) which catalyzes the oxidative demethylation of sarcosine in the following reaction: Sarcosine + H2O + O2 = glycine + formaldehyde + H2O2(methylamino)-Acetate(methylamino)-Acetic acid(Methylamino)acetate(Methylamino)acetic acid(Methylamino)ethanoate(Methylamino)ethanoic acid<i>N</i>-methylglycineMethylamino)-AcetateMethylamino)-Acetic acidMethylglycineN-Methyl-GlycineN-MethylaminoacetateN-Methylaminoacetic acidN-MethylglycineSarcosinSarcosinateSarcosineSarcosinic acidC3H7NO289.093289.0476784732-(methylamino)acetic acidsarcosine107-97-1CNCC(O)=OInChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)FSYKKLYZXJSNPZ-UHFFFAOYSA-NSolidCytosollogp-3.06logs0.54solubility3.08e+02 g/lmelting_point208 oClogp-3.2pka_strongest_acidic2.06pka_strongest_basic10.35iupac2-(methylamino)acetic acidaverage_mass89.0932mono_mass89.047678473smilesCNCC(O)=OformulaC3H7NO2inchiInChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)inchikeyFSYKKLYZXJSNPZ-UHFFFAOYSA-Npolar_surface_area49.33refractivity20.78polarizability8.66rotatable_bond_count2acceptor_count3donor_count2physiological_charge0formal_charge0Arginine and proline metabolismec00330Glycine, serine and threonine metabolismec00260Specdb::CMs507Specdb::CMs508Specdb::CMs923Specdb::CMs20878Specdb::CMs30021Specdb::CMs30687Specdb::CMs30860Specdb::CMs31110Specdb::CMs32285Specdb::CMs37395Specdb::CMs146150Specdb::CMs1056496Specdb::CMs1056497Specdb::CMs1056499Specdb::EiMs880Specdb::NmrOneD1224Specdb::NmrOneD1307Specdb::NmrOneD2114Specdb::NmrOneD2807Specdb::NmrOneD143250Specdb::NmrOneD143251Specdb::NmrOneD143252Specdb::NmrOneD143253Specdb::NmrOneD143254Specdb::NmrOneD143255Specdb::NmrOneD143256Specdb::NmrOneD143257Specdb::NmrOneD143258Specdb::NmrOneD143259Specdb::NmrOneD143260Specdb::NmrOneD143261Specdb::NmrOneD143262Specdb::NmrOneD143263Specdb::NmrOneD143264Specdb::NmrOneD143265Specdb::NmrOneD143266Specdb::NmrOneD143267Specdb::NmrOneD143268Specdb::NmrOneD143269Specdb::NmrOneD166453Specdb::MsMs472Specdb::MsMs473Specdb::MsMs474Specdb::MsMs3885Specdb::MsMs3886Specdb::MsMs3887Specdb::MsMs3888Specdb::MsMs3889Specdb::MsMs3890Specdb::MsMs3891Specdb::MsMs3892Specdb::MsMs7130Specdb::MsMs7131Specdb::MsMs7132Specdb::MsMs13802Specdb::MsMs13803Specdb::MsMs13804Specdb::MsMs438428Specdb::MsMs438429Specdb::MsMs438430Specdb::MsMs446941Specdb::MsMs446942Specdb::MsMs446943Specdb::MsMs446944Specdb::MsMs446945Specdb::NmrTwoD1011Specdb::NmrTwoD1250HMDB002711057C0021315611SARCOSINESARSarcosineKeseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, 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-D114.22080510van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." 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Latvijas PSR Zinatnu Akademijas Vestis, Kimijas Serija (1986), (5), 515-24. http://hmdb.ca/system/metabolites/msds/000/000/199/original/HMDB00271.pdf?1358895585N-methyl-L-tryptophan oxidaseP40874MTOX_ECOLIsolAhttp://ecmdb.ca/proteins/P40874.xmlWater + Oxygen + Sarcosine > Formaldehyde + Glycine + Hydrogen peroxideLuria-Bertani (LB) mediaShake flask33.2uMtrue6.037 oCBL21 DE3Stationary phase cultures (overnight culture)13280024000Lin, Z., Johnson, L. C., Weissbach, H., Brot, N., Lively, M. O., Lowther, W. T. (2007). "Free methionine-(R)-sulfoxide reductase from Escherichia coli reveals a new GAF domain function." Proc Natl Acad Sci U S A 104:9597-9602.17535911Luria-Bertani (LB) mediaShake flask32.17uMtrue2.0137 oCBL21 DE3Stationary phase cultures (overnight culture)1286678053Lin, Z., Johnson, L. C., Weissbach, H., Brot, N., Lively, M. O., Lowther, W. T. (2007). "Free methionine-(R)-sulfoxide reductase from Escherichia coli reveals a new GAF domain function." Proc Natl Acad Sci U S A 104:9597-9602.17535911