2.0 2012-05-31 14:36:39 -0600 2015-07-07 10:42:07 -0600 ECMDB20274 M2MDB001114 Ethylenediamine Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a strongly basic amine. It is a widely used building block in chemical synthesis, with approximately 500,000,000 kg being produced in 1998.In terms of quantities produced, ethylenediamine is the most significant diamine (aside from diaminohexane, which is a precursor to Nylon 6-6). Related derivatives of ethylenediamine include tetramethylethylenediamine, abbreviated (TMEDA), (CH3)2N-CH2CH2-N(CH3)2 and tetraethylethylenediamine, abbreviated (TEEDA), (C2H5)2N-CH2CH2-N(C2H5)2The bleaching activator tetraacetylethylenediamine is generated from ethylenediamine. The derivative N,N-ethylenebis(stearamide) (EBS) is a commercially significant mold-release agent and a surfactant in gasoline and motor oil." 1,2-Diamino-ethaan 1,2-Diamino-ethano 1,2-Diaminoaethan 1,2-Diaminoethane 1,2-Diaminoethane dihydrochloride 1,2-Ethanediamine 1,2-Ethanediamine, dihydrochloride 1,2-Ethylenediamine 1,2-ETHYLENEDIAMINE(HYDROCHLORIDE) 1,4-Butanediamine 1,4-Diaminobutane Aethaldiamin Aethylenediamin b-Aminoethylamine Beta-Aminoethylamine Chlor-ethamine Diaminoethane Dimethylenediamine Dimethylenediamine dihydrochloride Dimethylenediamine diydrochloride Ethane-1,2-diamine Ethanediamine Ethyleendiamine Ethylendiamine Ethylenediamine di HCL Ethylenediamine dihydrochloride Ethylenediamine hydrochloride (van) Ethylenediamine, dihydrochloride Ethylenediammonium chloride Ethylenediammonium dichloride H2NCH2CH2NH2 Putrescine Tetramethylenediamine β-Aminoethylamine C2H9N2 61.1063 61.076573298 2-aminoethan-1-aminium 2-aminoethanaminium 333-18-6 NCC[NH3+] InChI=1S/C2H8N2/c3-1-2-4/h1-4H2/p+1 PIICEJLVQHRZGT-UHFFFAOYSA-O Liquid Cytoplasm Periplasm logp -3.01 ALOGPS logs 0.13 ALOGPS solubility 1.30e+02 g/l ALOGPS melting_point 9 °C logp -1.4 ChemAxon pka_strongest_basic 9.69 ChemAxon iupac 2-aminoethan-1-aminium ChemAxon average_mass 61.1063 ChemAxon mono_mass 61.076573298 ChemAxon smiles NCC[NH3+] ChemAxon formula C2H9N2 ChemAxon inchi InChI=1S/C2H8N2/c3-1-2-4/h1-4H2/p+1 ChemAxon inchikey PIICEJLVQHRZGT-UHFFFAOYSA-O ChemAxon polar_surface_area 53.66 ChemAxon refractivity 29.16 ChemAxon polarizability 7.42 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon Glutathione metabolism The biosynthesis of glutathione starts with the introduction of L-glutamic acid through either a glutamate:sodium symporter, glutamate / aspartate : H+ symporter GltP or a glutamate / aspartate ABC transporter. Once in the cytoplasm, L-glutamice acid reacts with L-cysteine through an ATP glutamate-cysteine ligase resulting in gamma-glutamylcysteine. This compound reacts which Glycine through an ATP driven glutathione synthetase thus catabolizing Glutathione. This compound is metabolized through a spontaneous reaction with an oxidized glutaredoxin resulting in a reduced glutaredoxin and an oxidized glutathione. This compound is reduced by a NADPH glutathione reductase resulting in a glutathione. PW000833 ec00480 Metabolic Arginine and proline metabolism ec00330 Cysteine and methionine metabolism ec00270 beta-Alanine metabolism The Beta-Alanine Metabolism starts with a product of Aspartate metabolism. Aspartate is decarboxylated by aspartate 1-decarboxylase, releasing carbon dioxide and Beta-alanine. Beta alanine is then metabolized through a pantothenate synthetase resulting in Pantothenic acid undergoes phosphorylation through a ATP driven pantothenate kinase, resulting in D-4-phosphopantothenate. Pantothenate (vitamin B5) is the universal precursor for the synthesis of the 4'-phosphopantetheine moiety of coenzyme A and acyl carrier protein. Only plants and microorganismscan synthesize pantothenate de novo - animals require a dietary supplement. The enzymes of this pathway are therefore considered to be antimicrobial drug targets. PW000896 ec00410 Metabolic ABC transporters ec02010 Metabolic pathways eco01100 Specdb::NmrOneD 331322 Specdb::NmrOneD 331323 Specdb::NmrOneD 331324 Specdb::NmrOneD 331325 Specdb::NmrOneD 331326 Specdb::NmrOneD 331327 Specdb::NmrOneD 331328 Specdb::NmrOneD 331329 Specdb::NmrOneD 331330 Specdb::NmrOneD 331331 Specdb::NmrOneD 331332 Specdb::NmrOneD 331333 Specdb::NmrOneD 331334 Specdb::NmrOneD 331335 Specdb::NmrOneD 331336 Specdb::NmrOneD 331337 Specdb::NmrOneD 331338 Specdb::NmrOneD 331339 Specdb::NmrOneD 331340 Specdb::NmrOneD 331341 Specdb::MsMs 27944 Specdb::MsMs 27945 Specdb::MsMs 27946 Specdb::MsMs 34502 Specdb::MsMs 34503 Specdb::MsMs 34504 5063660 4240651 C00134 30347 CPD-3682 Keseler, 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. 21097882 Kanehisa, 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. 22080510 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776 Spermidine synthase P09158 SPEE_ECOLI speE http://ecmdb.ca/proteins/P09158.xml Spermidine N(1)-acetyltransferase P0A951 ATDA_ECOLI speG http://ecmdb.ca/proteins/P0A951.xml Ornithine decarboxylase, constitutive P21169 DCOR_ECOLI speC http://ecmdb.ca/proteins/P21169.xml Ornithine decarboxylase, inducible P24169 DCOS_ECOLI speF http://ecmdb.ca/proteins/P24169.xml Putrescine aminotransferase P42588 PAT_ECOLI patA http://ecmdb.ca/proteins/P42588.xml Agmatinase P60651 SPEB_ECOLI speB http://ecmdb.ca/proteins/P60651.xml Gamma-glutamylputrescine synthetase P78061 PUUA_ECOLI puuA http://ecmdb.ca/proteins/P78061.xml Agmatine + Water <> Putrescine + Urea + Ethylenediamine R01157 AGMATIN-RXN Ethylenediamine + alpha-Ketoglutarate + 4-Aminobutyraldehyde <> 1-Pyrroline + L-Glutamate + Water R10064 S-Adenosylmethioninamine + Putrescine + Ethylenediamine <> 5'-Methylthioadenosine + Hydrogen ion + Spermidine R01920 SPERMIDINESYN-RXN Hydrogen ion + Ornithine + L-Ornithine <> Carbon dioxide + Putrescine + Ethylenediamine R00670 ORNDECARBOX-RXN Adenosine triphosphate + L-Glutamate + Putrescine + Ethylenediamine <> ADP + gamma-Glutamyl-L-putrescine + Hydrogen ion + Phosphate R07414 RXN0-3901 S-Adenosylmethioninamine + Putrescine + Ethylenediamine <>5 5'-Methylthioadenosine + Hydrogen ion + Spermidine Hydrogen ion + Ornithine + L-Ornithine <> Carbon dioxide + Putrescine + Ethylenediamine S-Adenosylmethioninamine + Putrescine + Ethylenediamine <>5 5'-Methylthioadenosine + Hydrogen ion + Spermidine 48 mM Na2HPO4, 22 mM KH2PO4, 10 mM NaCl, 45 mM (NH4)2SO4, supplemented with 1 mM MgSO4, 1 mg/l thiamine·HCl, 5.6 mg/l CaCl2, 8 mg/l FeCl3, 1 mg/l MnCl2·4H2O, 1.7 mg/l ZnCl2, 0.43 mg/l CuCl2·2H2O, 0.6 mg/l CoCl2·2H2O and 0.6 mg/l Na2MoO4·2H2O. 4 g/L Gluco Bioreactor, pH controlled, O2 and CO2 controlled, dilution rate: 0.2/h 69.5 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 278000 0 Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. 17379776