2.0 2012-05-31 13:58:21 -0600 2015-06-03 15:54:21 -0600 ECMDB03287 M2MDB000487 Histidinol phosphate Histidinol phosphate is a member of the chemical class known as Phosphoethanolamines. These are compounds containing a phosphate linked to the second carbon of an ethanolamine. L-histidinol phosphate (CHEBI:16996) has functional parent L-histidinol (CHEBI:16255) L-histidinol phosphate (CHEBI:16996) is a phosphoethanolamine (CHEBI:36711) L-histidinol phosphate (CHEBI:16996) is conjugate acid of L-histidinol phosphate (CHEBI:57980) 1H-Imidazole-4-propanol Histidinol phosphoric acid Histidinol-P Histidinol-phosphate Histidinol-phosphoric acid HSA L-Histidinol phosphate L-Histidinol phosphoric acid L-Histidinol-p L-Histidinol-phosphate L-Histidinol-phosphoric acid C6H12N3O4P 221.1509 221.056542399 [(2S)-2-amino-3-(1H-imidazol-4-yl)propoxy]phosphonic acid L-histidinol phosphate 25680-11-9 N[C@H](COP(O)(O)=O)CC1=CNC=N1 InChI=1S/C6H12N3O4P/c7-5(3-13-14(10,11)12)1-6-2-8-4-9-6/h2,4-5H,1,3,7H2,(H,8,9)(H2,10,11,12)/t5-/m0/s1 CWNDERHTHMWBSI-YFKPBYRVSA-N Cytosol logp -1.38 ALOGPS logs -0.89 ALOGPS solubility 2.83e+01 g/l ALOGPS logp -2.9 ChemAxon pka_strongest_acidic 1.59 ChemAxon pka_strongest_basic 9.67 ChemAxon iupac [(2S)-2-amino-3-(1H-imidazol-4-yl)propoxy]phosphonic acid ChemAxon average_mass 221.1509 ChemAxon mono_mass 221.056542399 ChemAxon smiles N[C@H](COP(O)(O)=O)CC1=CNC=N1 ChemAxon formula C6H12N3O4P ChemAxon inchi InChI=1S/C6H12N3O4P/c7-5(3-13-14(10,11)12)1-6-2-8-4-9-6/h2,4-5H,1,3,7H2,(H,8,9)(H2,10,11,12)/t5-/m0/s1 ChemAxon inchikey CWNDERHTHMWBSI-YFKPBYRVSA-N ChemAxon polar_surface_area 121.46 ChemAxon refractivity 48.5 ChemAxon polarizability 19.41 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Tyrosine metabolism ec00350 Phenylalanine metabolism The pathways of the metabolism of phenylalaline begins with the conversion of chorismate to prephenate through a P-protein (chorismate mutase:pheA). Prephenate then interacts with a hydrogen ion through the same previous enzyme resulting in a release of carbon dioxide, water and a phenolpyruvic acid. Three enzymes those enconde by tyrB, aspC and ilvE are involved in catalyzing the third step of these pathways, all three can contribute to the synthesis of phenylalanine: only tyrB and aspC contribute to biosynthesis of tyrosine. Phenolpyruvic acid can also be obtained from a reversivle reaction with ammonia, a reduced acceptor and a D-amino acid dehydrogenase, resulting in a water, an acceptor and a D-phenylalanine, which can be then transported into the periplasmic space by aromatic amino acid exporter. L-phenylalanine also interacts in two reversible reactions, one involved with oxygen through a catalase peroxidase resulting in a carbon dioxide and 2-phenylacetamide. The other reaction involved an interaction with oxygen through a phenylalanine aminotransferase resulting in a oxoglutaric acid and phenylpyruvic acid. L-phenylalanine can be imported into the cytoplasm through an aromatic amino acid:H+ symporter AroP. The compound can also be imported into the periplasmic space through a transporter: L-amino acid efflux transporter. PW000921 ec00360 Metabolic Phenylalanine, tyrosine and tryptophan biosynthesis ec00400 Novobiocin biosynthesis ec00401 Tropane, piperidine and pyridine alkaloid biosynthesis ec00960 Histidine metabolism ec00340 Metabolic pathways eco01100 histidine biosynthesis HISTSYN-PWY Specdb::CMs 3097 Specdb::NmrOneD 339548 Specdb::NmrOneD 339549 Specdb::NmrOneD 339550 Specdb::NmrOneD 339551 Specdb::NmrOneD 339552 Specdb::NmrOneD 339553 Specdb::NmrOneD 339554 Specdb::NmrOneD 339555 Specdb::NmrOneD 339556 Specdb::NmrOneD 339557 Specdb::NmrOneD 339558 Specdb::NmrOneD 339559 Specdb::NmrOneD 339560 Specdb::NmrOneD 339561 Specdb::NmrOneD 339562 Specdb::NmrOneD 339563 Specdb::NmrOneD 339564 Specdb::NmrOneD 339565 Specdb::NmrOneD 339566 Specdb::NmrOneD 339567 Specdb::MsMs 28229 Specdb::MsMs 28230 Specdb::MsMs 28231 Specdb::MsMs 34787 Specdb::MsMs 34788 Specdb::MsMs 34789 Specdb::MsMs 3608734 Specdb::MsMs 3608735 Specdb::MsMs 3608736 Specdb::MsMs 3608737 Specdb::MsMs 3608738 Specdb::MsMs 3608739 388515 C01100 L-HISTIDINOL-P HSA 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 van 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. 17765195 Histidinol-phosphate aminotransferase P06986 HIS8_ECOLI hisC http://ecmdb.ca/proteins/P06986.xml Histidine biosynthesis bifunctional protein hisB P06987 HIS7_ECOLI hisB http://ecmdb.ca/proteins/P06987.xml L-Glutamate + Imidazole acetol-phosphate <> alpha-Ketoglutarate + Histidinol phosphate R03243 Water + Histidinol phosphate <> L-Histidinol + Phosphate R03013 HISTIDPHOS-RXN Histidinol phosphate + alpha-Ketoglutarate <> Imidazole acetol-phosphate + L-Glutamate R03243 Imidazole acetol-phosphate + L-Glutamate <> Histidinol phosphate + Oxoglutaric acid HISTAMINOTRANS-RXN Histidinol phosphate + Water > L-Histidinol + Phosphate HISTIDPHOS-RXN Histidinol phosphate + Water > L-Histidinol + Inorganic phosphate Histidinol phosphate + Oxoglutaric acid > Imidazole acetol-phosphate + L-Glutamate HISTAMINOTRANS-RXN Water + Histidinol phosphate <> L-Histidinol + Phosphate Water + Histidinol phosphate <> L-Histidinol + Phosphate