2.02012-05-31 13:54:31 -06002015-09-13 12:56:11 -0600ECMDB01555M2MDB000420Pyridoxamine 5'-phosphatePyradoxamine 5' phosphate or Vitamin B6 is a water-soluble compound that was discovered in 1930s during nutrition studies on rats. The vitamin was named pyridoxine to indicate its structural homology to pyridine. Later it was shown that vitamin B6 could exist in two other, slightly different, chemical forms, termed pyridoxal and pyridoxamine. All three forms of vitamin B6 are precursors of an activated compound known as pyridoxal 5-phosphate (PLP), which plays a vital role as the cofactor of a large number of essential enzymes.Vitamin B6 is a water-soluble vitamin. The three major forms of vitamin B6 are pyridoxine (also known as pyridoxol), pyridoxal, and pyridoxamine, which are all converted in to pyridoxal 5-phosphate (PLP) a cofactor in many reactions of amino acid metabolism. PLP also is necessary for the enzymatic reaction governing the release of glucose from glycogen.PMPPX5'PPyridoxamine 5'-phosphatePyridoxamine 5'-phosphoric acidPyridoxamine phosphatePyridoxamine phosphoric acidC8H13N2O5P248.173248.056208048{[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acidpyridoxamine-5'-phosphate529-96-4CC1=NC=C(COP(O)(O)=O)C(CN)=C1OInChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14)ZMJGSOSNSPKHNH-UHFFFAOYSA-NSolidCytosollogp-0.99logs-1.57solubility6.61e+00 g/llogp-2.2pka_strongest_acidic1.74pka_strongest_basic9.91iupac{[4-(aminomethyl)-5-hydroxy-6-methylpyridin-3-yl]methoxy}phosphonic acidaverage_mass248.173mono_mass248.056208048smilesCC1=NC=C(COP(O)(O)=O)C(CN)=C1OformulaC8H13N2O5PinchiInChI=1S/C8H13N2O5P/c1-5-8(11)7(2-9)6(3-10-5)4-15-16(12,13)14/h3,11H,2,4,9H2,1H3,(H2,12,13,14)inchikeyZMJGSOSNSPKHNH-UHFFFAOYSA-Npolar_surface_area125.9refractivity56.64polarizability22.15rotatable_bond_count4acceptor_count6donor_count4physiological_charge-1formal_charge0Vitamin B6 metabolismec00750Microbial metabolism in diverse environmentsec01120Metabolic pathwayseco01100Vitamin B6 1430936196PW000891Metabolicpyridoxal 5'-phosphate salvage pathwayPLPSAL-PWYSpecdb::CMs2381Specdb::CMs38125Specdb::CMs172998Specdb::NmrOneD4884Specdb::NmrOneD4885Specdb::NmrOneD96438Specdb::NmrOneD96439Specdb::NmrOneD96440Specdb::NmrOneD96441Specdb::NmrOneD96442Specdb::NmrOneD96443Specdb::NmrOneD96444Specdb::NmrOneD96445Specdb::NmrOneD96446Specdb::NmrOneD96447Specdb::NmrOneD96448Specdb::NmrOneD96449Specdb::NmrOneD96450Specdb::NmrOneD96451Specdb::NmrOneD96452Specdb::NmrOneD96453Specdb::NmrOneD96454Specdb::NmrOneD96455Specdb::NmrOneD96456Specdb::NmrOneD96457Specdb::MsMs28835Specdb::MsMs28836Specdb::MsMs28837Specdb::MsMs35393Specdb::MsMs35394Specdb::MsMs35395Specdb::MsMs438369Specdb::MsMs438370Specdb::MsMs438371Specdb::MsMs438372Specdb::MsMs438373Specdb::MsMs446867Specdb::MsMs446868Specdb::MsMs446869Specdb::MsMs446870Specdb::MsMs446871Specdb::MsMs447263Specdb::MsMs2809289Specdb::MsMs2809290Specdb::MsMs2809291Specdb::MsMs2898999Specdb::MsMs2899000Specdb::MsMs2899001HMDB0155510531024C0064718335PYRIDOXAMINE-5PPMPKeseler, 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-D114.22080510van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25.17765195Katsunishi, Masatoshi; Kondo, Osamu. Pyridoxamine-5'-phosphate. Jpn. Tokkyo Koho (1972), 2 pp.http://hmdb.ca/system/metabolites/msds/000/001/409/original/HMDB01555.pdf?1358462979Serine hydroxymethyltransferaseP0A825GLYA_ECOLIglyAhttp://ecmdb.ca/proteins/P0A825.xmlPyridoxine kinaseP40191PDXK_ECOLIpdxKhttp://ecmdb.ca/proteins/P40191.xmlLow specificity L-threonine aldolaseP75823LTAE_ECOLIltaEhttp://ecmdb.ca/proteins/P75823.xmlPyridoxamine kinaseP77150PDXY_ECOLIpdxYhttp://ecmdb.ca/proteins/P77150.xmlPyridoxine/pyridoxamine 5'-phosphate oxidaseP0AFI7PDXH_ECOLIpdxHhttp://ecmdb.ca/proteins/P0AFI7.xmlL-Alanine + Pyridoxal 5'-phosphate > Pyridoxamine 5'-phosphate + Pyruvic acidD-Alanine + Pyridoxal 5'-phosphate > Pyridoxamine 5'-phosphate + Pyruvic acidRXN0-5240Water + Oxygen + Pyridoxamine 5'-phosphate > Hydrogen peroxide + Ammonium + Pyridoxal 5'-phosphateAdenosine triphosphate + Pyridoxamine > ADP + Hydrogen ion + Pyridoxamine 5'-phosphateR02493PYRAMKIN-RXNPyridoxamine 5'-phosphate + Water + Oxygen <> Pyridoxal 5'-phosphate + Ammonia + Hydrogen peroxideR00277PMPOXI-RXNAdenosine triphosphate + Pyridoxamine <> ADP + Pyridoxamine 5'-phosphateR02493PYRAMKIN-RXND-Alanine + Pyridoxal 5'-phosphate <> Pyruvic acid + Pyridoxamine 5'-phosphateRXN0-5240Oxygen + Water + Pyridoxamine 5'-phosphate > Hydrogen ion + Hydrogen peroxide + Ammonia + Pyridoxal 5'-phosphatePMPOXI-RXNAdenosine triphosphate + Pyridoxamine <> Hydrogen ion + ADP + Pyridoxamine 5'-phosphatePYRAMKIN-RXNPyridoxamine 5'-phosphate + Oxoglutaric acid <> Pyridoxal 5'-phosphate + D-Glutamic acidPYRDAMPTRANS-RXNPyridoxamine 5'-phosphate + Water + Oxygen > Pyridoxal 5'-phosphate + Ammonia + Hydrogen peroxidePyridoxamine 5'-phosphate + Water + Oxygen + Pyridoxine 5'-phosphate <> Pyridoxal 5'-phosphate + Ammonia + Hydrogen peroxideR00277 Pyridoxamine + Adenosine triphosphate > Pyridoxamine 5'-phosphate + Adenosine diphosphate + ADPPW_R003335