2.02012-10-10 12:19:23 -06002015-08-05 16:22:04 -0600ECMDB23155M2MDB0035452-iminoacetateThe 1,2-didehydro derivative of glycine2-Iminoacetic acidIminoacetateIminoacetic acidIminoglycineC2H3NO273.050773.0163783452-iminoacetic acidiminoacetic acidOC(=O)C=NInChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)TVMUHOAONWHJBV-UHFFFAOYSA-Nlogp-1.03logs-1.05solubility6.46e+00 g/llogp-0.77pka_strongest_acidic3.93pka_strongest_basic3.27iupac2-iminoacetic acidaverage_mass73.0507mono_mass73.016378345smilesOC(=O)C=NformulaC2H3NO2inchiInChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)inchikeyTVMUHOAONWHJBV-UHFFFAOYSA-Npolar_surface_area61.15refractivity25.97polarizability5.88rotatable_bond_count1acceptor_count3donor_count2physiological_charge-1formal_charge0Thiamine metabolismec00730Metabolic pathwayseco01100tyrosine biosynthesisThe pathways of biosynthesis of phenylalaline and tyrosine are intimately connected. First step of both pathways is the conversion of chorismate to prephenate, the third step of both is the conversion of a ketoacid to the aminoacid through transamination. The two pathways differ only in the second step of their three-step reaction sequences: In the case of phenylalanine biosynthesi a dehydratase converts prephenate to phenylpyruvate(reaction occurs slowly in the absence of enzymic activity); in the case of tyrosine biosynthesis, a dehydrogenase converts prephenate to p-hydroxyphenylpyruvate. Also in both pathways the first two steps are catalyzed by two distinc active sites on a single protein. Thus the first step of each pathway can be catalyzed by two enzyme: those associated with both the phenylalanine specific dehydratase and the tyrosine specific dehydrogenase. Three enzymes those enconde by tyrB, aspC and ilvE are involved in catalyzing the third step of these pathways, all three can contribute to the synthesis of phenylalanine: only tyrB and aspC contribute to biosynthesis of tyrosinePW000806MetabolicSpecdb::CMs1085999Specdb::MsMs26399Specdb::MsMs26400Specdb::MsMs26401Specdb::MsMs32957Specdb::MsMs32958Specdb::MsMs32959C15809Thiazole synthaseP30139THIG_ECOLIthiGhttp://ecmdb.ca/proteins/P30139.xmlDehydroglycine synthaseP30140THIH_ECOLIthiHhttp://ecmdb.ca/proteins/P30140.xml1-Deoxy-D-xylulose 5-phosphate + 2-iminoacetate + thiocarboxy-adenylate-[sulfur-carrier protein ThiS] > 2-((2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphate + [sulfur-carrier protein ThiS] +2 WaterL-Tyrosine + S-adenosyl-L-methionine + reduced acceptor > 2-iminoacetate + p-Cresol + 5'-Deoxyadenosine + L-Methionine + acceptor +2 Hydrogen ionL-Tyrosine + S-Adenosylmethionine + NADPH <> 2-iminoacetate + p-Cresol + 5'-Deoxyadenosine + L-Methionine + NADP + Hydrogen ionR10246 1-Deoxy-D-xylulose 5-phosphate + 2-iminoacetate <> 2-[(2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate +2 WaterR10247 L-Tyrosine + NADPH + S-adenosyl-L-methionine + L-Tyrosine + NADPH > Hydrogen ion + NADP + L-Methionine + 5'-Deoxyadenosine + p-Cresol + 2-iminoacetatePW_R005174C15815 + L-Tyrosine + 2-iminoacetate <>4 4-Methyl-5-(2-phosphoethyl)-thiazole1-Deoxy-D-xylulose 5-phosphate + 2 2-iminoacetate <>2 2-[(2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate +2 WaterC15815 + L-Tyrosine + 2-iminoacetate <>4 4-Methyl-5-(2-phosphoethyl)-thiazole