2.02012-07-30 14:54:43 -06002015-06-03 17:20:47 -0600ECMDB21167M2MDB0015763-Aminoacrylate3-aminoacrylate is a member of the chemical class known as Enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'. Aminoacrylate is involved in amino acid metabolism. A new amino acid is formed when the nucleophiles add to the aminoacrylate. (PMID 8663055)(2Z)-3-aminoprop-2-enoate(2Z)-3-aminoprop-2-enoic acid(Z)-3-Aminoacrylate(Z)-3-Aminoacrylic acid3-Aminoacrylate3-Aminoacrylic acidAminoacrylateAminoacrylic acidC3H5NO287.077387.032028409(2Z)-3-aminoprop-2-enoic acidaminoacrylic acidN\C=C/C(O)=OInChI=1S/C3H5NO2/c4-2-1-3(5)6/h1-2H,4H2,(H,5,6)/b2-1-YTLYLLTVENPWFT-UPHRSURJSA-NCytosollogp-0.42logs0.53solubility2.93e+02 g/llogp-2.7pka_strongest_acidic2.67pka_strongest_basic6.65iupac(2Z)-3-aminoprop-2-enoic acidaverage_mass87.0773mono_mass87.032028409smilesN\C=C/C(O)=OformulaC3H5NO2inchiInChI=1S/C3H5NO2/c4-2-1-3(5)6/h1-2H,4H2,(H,5,6)/b2-1-inchikeyYTLYLLTVENPWFT-UPHRSURJSA-Npolar_surface_area63.32refractivity20.93polarizability7.62rotatable_bond_count1acceptor_count3donor_count2physiological_charge-1formal_charge0Uracil degradation IIIPW002026Metabolicuracil degradation IIIPWY0-1471Specdb::CMs1086403Specdb::NmrOneD302905Specdb::NmrOneD302906Specdb::NmrOneD302907Specdb::NmrOneD302908Specdb::NmrOneD302909Specdb::NmrOneD302910Specdb::NmrOneD302911Specdb::NmrOneD302912Specdb::NmrOneD302913Specdb::NmrOneD302914Specdb::NmrOneD302915Specdb::NmrOneD302916Specdb::NmrOneD302917Specdb::NmrOneD302918Specdb::NmrOneD302919Specdb::NmrOneD302920Specdb::NmrOneD302921Specdb::NmrOneD302922Specdb::NmrOneD302923Specdb::NmrOneD302924Specdb::MsMs25673Specdb::MsMs25674Specdb::MsMs25675Specdb::MsMs32231Specdb::MsMs32232Specdb::MsMs322334617313526331746C2025359894CPD0-2339Keseler, 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-D590.21097882Flint, D. H., Tuminello, J. F., Miller, T. J. (1996). "Studies on the synthesis of the Fe-S cluster of dihydroxy-acid dehydratase in escherichia coli crude extract. Isolation of O-acetylserine sulfhydrylases A and B and beta-cystathionase based on their ability to mobilize sulfur from cysteine and to participate in Fe-S cluster synthesis." J Biol Chem 271:16053-16067.8663055UPF0076 protein rutCP0AFQ5RUTC_ECOLIrutChttp://ecmdb.ca/proteins/P0AFQ5.xmlPutative isochorismatase family protein rutBP75897RUTB_ECOLIrutBhttp://ecmdb.ca/proteins/P75897.xmlProtein rutDP75895RUTD_ECOLIrutDhttp://ecmdb.ca/proteins/P75895.xml3-Aminoacrylate + Hydrogen ion + Water > Malonic semialdehyde + AmmoniumNADH + Peroxyaminoacrylate > 3-Aminoacrylate + Water + NADUreidoacrylate + Water <> 3-Aminoacrylate + Carbamic acidR09980Peroxyaminoacrylate <> 3-AminoacrylateR099823-Aminoacrylate + Water <> Malonic semialdehyde + AmmoniaR09983RXN0-64523-ureidoacrylate + Water > Hydrogen ion + Carbamic acid + 3-AminoacrylateRXN0-64513-Aminoacrylate + Water > Malonic semialdehyde + AmmoniaRXN0-6452Peroxyaminoacrylate + a reduced electron acceptor > 3-Aminoacrylate + Water + Hydrogen ion + an oxidized electron acceptorRXN0-6461(Z)-3-Ureidoacrylate + Water > 3-Aminoacrylate + Carbon dioxide + Ammonia3-Aminoacrylate + Water > Malonic acid + AmmoniaUreidoacrylate peracid + Water > Peroxyaminoacrylate + Carbamic acid + Hydrogen ion + 3-AminoacrylatePW_R005906Peroxyaminoacrylate + an unknown reduced electron acceptor + 3-Aminoacrylate > 2-Aminoacrylic acid + an unknown oxidized electron acceptorPW_R005908