2.0 2012-05-31 14:20:59 -0600 2015-06-03 17:19:03 -0600 ECMDB12189 M2MDB000827 Aminopropylcadaverine Aminopropylcadaverine,a polyamine, is the final product of aminopropylcadaverine biosynthesis pathway. Polyamines are important for cell growth and are believed to be involved in many processes including DNA, RNA, and protein synthesis, as well as membrane integrity and resistance to stress, to name a few. Cadaverine and aminopropylcadaverine are alternative polyamines that can at least partially substitute for purtrescine and spermidine, the primary polyamines found in E. coli. Lysine is decarboxylated to form cadaverine which is then converted to aminopropylcadaverine by the aminopropyltransferase, SpeE. 3-Apcad N-(3-Aminopropyl)-1,5-Pentanediamine N-(3-Aminopropyl)cadaverine N-3-Aminopropyl-1,5-diaminopentane C8H21N3 159.2724 159.173547687 (5-aminopentyl)(3-aminopropyl)amine aminopropylcadaverine 56-19-9 NCCCCCNCCCN InChI=1S/C8H21N3/c9-5-2-1-3-7-11-8-4-6-10/h11H,1-10H2 QZBYOYPROVGOGE-UHFFFAOYSA-N Solid Cytosol logp -0.09 ALOGPS logs -1.10 ALOGPS solubility 1.28e+01 g/l ALOGPS logp -0.7 ChemAxon pka_strongest_basic 10.9 ChemAxon iupac (5-aminopentyl)(3-aminopropyl)amine ChemAxon average_mass 159.2724 ChemAxon mono_mass 159.173547687 ChemAxon smiles NCCCCCNCCCN ChemAxon formula C8H21N3 ChemAxon inchi InChI=1S/C8H21N3/c9-5-2-1-3-7-11-8-4-6-10/h11H,1-10H2 ChemAxon inchikey QZBYOYPROVGOGE-UHFFFAOYSA-N ChemAxon polar_surface_area 64.07 ChemAxon refractivity 49.57 ChemAxon polarizability 20.9 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 3 ChemAxon formal_charge 0 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 aminopropylcadaverine biosynthesis Polyamines are important for cell growth and are believed to be involved in many processes including DNA, RNA, and protein synthesis, as well as membrane integrity and resistance to stress, to name a few. Cadaverine and aminopropylcadaverine are alternative polyamines that can at least partially substitute for purtrescine and spermidine, the primary polyamines found in E. coli. Lysine is decarboxylated to form cadaverine which is then converted to aminopropylcadaverine by the aminopropyltransferase, SpeE. (EcoCyc) PW002039 Metabolic aminopropylcadaverine biosynthesis PWY0-1303 Specdb::CMs 12619 Specdb::CMs 152718 Specdb::NmrOneD 151450 Specdb::NmrOneD 151451 Specdb::NmrOneD 151452 Specdb::NmrOneD 151453 Specdb::NmrOneD 151454 Specdb::NmrOneD 151455 Specdb::NmrOneD 151456 Specdb::NmrOneD 151457 Specdb::NmrOneD 151458 Specdb::NmrOneD 151459 Specdb::NmrOneD 151460 Specdb::NmrOneD 151461 Specdb::NmrOneD 151462 Specdb::NmrOneD 151463 Specdb::NmrOneD 151464 Specdb::NmrOneD 151465 Specdb::NmrOneD 151466 Specdb::NmrOneD 151467 Specdb::NmrOneD 151468 Specdb::NmrOneD 151469 Specdb::MsMs 24647 Specdb::MsMs 24648 Specdb::MsMs 24649 Specdb::MsMs 31205 Specdb::MsMs 31206 Specdb::MsMs 31207 Specdb::MsMs 2383139 Specdb::MsMs 2383140 Specdb::MsMs 2383141 Specdb::MsMs 2582465 Specdb::MsMs 2582466 Specdb::MsMs 2582467 HMDB12189 65523 58969 C16565 CPD0-1065 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 Spermidine synthase P09158 SPEE_ECOLI speE http://ecmdb.ca/proteins/P09158.xml Cadaverine + S-Adenosylmethioninamine > 5'-Methylthioadenosine + Hydrogen ion + Aminopropylcadaverine R08359 RXN0-5217 S-Adenosylmethioninamine + Cadaverine <> 5'-Methylthioadenosine + Aminopropylcadaverine R08359 Cadaverine + Decarboxy-SAM > Aminopropylcadaverine + 5'-Methylthioadenosine + Hydrogen ion PW_R005959 Cadaverine + S-Adenosylmethioninamine >5 5'-Methylthioadenosine + Hydrogen ion + Aminopropylcadaverine