2.02012-05-31 14:20:59 -06002015-06-03 17:19:03 -0600ECMDB12189M2MDB000827AminopropylcadaverineAminopropylcadaverine,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-ApcadN-(3-Aminopropyl)-1,5-PentanediamineN-(3-Aminopropyl)cadaverineN-3-Aminopropyl-1,5-diaminopentaneC8H21N3159.2724159.173547687(5-aminopentyl)(3-aminopropyl)amineaminopropylcadaverine56-19-9NCCCCCNCCCNInChI=1S/C8H21N3/c9-5-2-1-3-7-11-8-4-6-10/h11H,1-10H2QZBYOYPROVGOGE-UHFFFAOYSA-NSolidCytosollogp-0.09logs-1.10solubility1.28e+01 g/llogp-0.7pka_strongest_basic10.9iupac(5-aminopentyl)(3-aminopropyl)amineaverage_mass159.2724mono_mass159.173547687smilesNCCCCCNCCCNformulaC8H21N3inchiInChI=1S/C8H21N3/c9-5-2-1-3-7-11-8-4-6-10/h11H,1-10H2inchikeyQZBYOYPROVGOGE-UHFFFAOYSA-Npolar_surface_area64.07refractivity49.57polarizability20.9rotatable_bond_count8acceptor_count3donor_count3physiological_charge3formal_charge0Glutathione metabolismThe 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.
PW000833ec00480Metabolicaminopropylcadaverine biosynthesisPolyamines 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)PW002039Metabolicaminopropylcadaverine biosynthesisPWY0-1303Specdb::CMs12619Specdb::CMs152718Specdb::NmrOneD151450Specdb::NmrOneD151451Specdb::NmrOneD151452Specdb::NmrOneD151453Specdb::NmrOneD151454Specdb::NmrOneD151455Specdb::NmrOneD151456Specdb::NmrOneD151457Specdb::NmrOneD151458Specdb::NmrOneD151459Specdb::NmrOneD151460Specdb::NmrOneD151461Specdb::NmrOneD151462Specdb::NmrOneD151463Specdb::NmrOneD151464Specdb::NmrOneD151465Specdb::NmrOneD151466Specdb::NmrOneD151467Specdb::NmrOneD151468Specdb::NmrOneD151469Specdb::MsMs24647Specdb::MsMs24648Specdb::MsMs24649Specdb::MsMs31205Specdb::MsMs31206Specdb::MsMs31207Specdb::MsMs2383139Specdb::MsMs2383140Specdb::MsMs2383141Specdb::MsMs2582465Specdb::MsMs2582466Specdb::MsMs2582467HMDB121896552358969C16565CPD0-1065Keseler, 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-D114.22080510Spermidine synthaseP09158SPEE_ECOLIspeEhttp://ecmdb.ca/proteins/P09158.xmlCadaverine + S-Adenosylmethioninamine > 5'-Methylthioadenosine + Hydrogen ion + AminopropylcadaverineR08359RXN0-5217S-Adenosylmethioninamine + Cadaverine <> 5'-Methylthioadenosine + AminopropylcadaverineR08359Cadaverine + Decarboxy-SAM > Aminopropylcadaverine + 5'-Methylthioadenosine + Hydrogen ionPW_R005959Cadaverine + S-Adenosylmethioninamine >5 5'-Methylthioadenosine + Hydrogen ion + Aminopropylcadaverine