2.0 2012-05-31 10:24:31 -0600 2015-06-03 15:53:25 -0600 ECMDB00239 M2MDB000099 Pyridoxine Pyridoxine is a weakly basice pyridine deriviative. It is a member of the B6 vitamins. The biosynthesis of pyridoxine has classically been studied in E. coli where the precursors 4-phosphohydroxy-L-threonine and 1-deoxy-D-xylulose-5-phosphate (DXP) are converted to pyridoxinephosphate by the action of the protein encoded by pdxJ. E. coli can also take up exogenous forms of vitamin B6 and trap them in the cytoplasm by phosphorylation. This requires the function of a kinase encoded by pdxK and of the pyridoxal reductase Plr1. 2-Methyl-3-hydroxy-4,5-bis(hydroxy-methyl) pyridine 2-Methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine 2-Methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine 2-Methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine 3-Hydroxy-2-Picoline-4,5-dimethanol 3-Hydroxy-4,5-dimethylol-a-picoline 3-Hydroxy-4,5-dimethylol-alpha-picoline 3-Hydroxy-4,5-dimethylol-α-picoline 5-Hydroxy-6-methyl-3,4-pyridinedimethanol Adermine Gravidox Hydoxin Piridossina Piridoxina Pyridoxin Pyridoxine Pyridoxinum Pyridoxol Pyridoxolum Vitamin B6 Vitamin B<SUB>6</SUB> C8H11NO3 169.1778 169.073893223 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol pyridoxine 65-23-6 CC1=C(O)C(CO)=C(CO)C=N1 InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 LXNHXLLTXMVWPM-UHFFFAOYSA-N Solid Cytosol Extra-organism Periplasm logp -0.57 ALOGPS logs -1.02 ALOGPS solubility 1.61e+01 g/l ALOGPS melting_point 159-162 logp -0.95 ChemAxon pka_strongest_acidic 9.4 ChemAxon pka_strongest_basic 5.58 ChemAxon iupac 4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol ChemAxon average_mass 169.1778 ChemAxon mono_mass 169.073893223 ChemAxon smiles CC1=C(O)C(CO)=C(CO)C=N1 ChemAxon formula C8H11NO3 ChemAxon inchi InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3 ChemAxon inchikey LXNHXLLTXMVWPM-UHFFFAOYSA-N ChemAxon polar_surface_area 73.58 ChemAxon refractivity 44.11 ChemAxon polarizability 17.11 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Vitamin B6 metabolism ec00750 Vitamin B6 1430936196 PW000891 Metabolic pyridoxal 5'-phosphate salvage pathway PLPSAL-PWY Specdb::CMs 483 Specdb::CMs 484 Specdb::CMs 485 Specdb::CMs 1609 Specdb::CMs 2727 Specdb::CMs 28249 Specdb::CMs 30228 Specdb::CMs 30676 Specdb::CMs 30928 Specdb::CMs 31098 Specdb::CMs 31882 Specdb::CMs 37380 Specdb::CMs 132032 Specdb::CMs 139766 Specdb::CMs 1055153 Specdb::CMs 1055155 Specdb::CMs 1055156 Specdb::CMs 1055158 Specdb::CMs 1055160 Specdb::CMs 1055162 Specdb::CMs 1055164 Specdb::CMs 1055165 Specdb::CMs 1055167 Specdb::CMs 1055169 Specdb::CMs 1055171 Specdb::EiMs 1069 Specdb::NmrOneD 1262 Specdb::NmrOneD 4738 Specdb::NmrOneD 4739 Specdb::NmrOneD 6232 Specdb::NmrOneD 6233 Specdb::NmrOneD 6234 Specdb::NmrOneD 6235 Specdb::NmrOneD 6236 Specdb::NmrOneD 6237 Specdb::NmrOneD 6238 Specdb::NmrOneD 6239 Specdb::NmrOneD 6240 Specdb::NmrOneD 6241 Specdb::NmrOneD 6242 Specdb::NmrOneD 6243 Specdb::NmrOneD 6244 Specdb::NmrOneD 6245 Specdb::NmrOneD 6246 Specdb::NmrOneD 6247 Specdb::NmrOneD 6248 Specdb::NmrOneD 6249 Specdb::NmrOneD 6250 Specdb::NmrOneD 6251 Specdb::MsMs 403 Specdb::MsMs 404 Specdb::MsMs 405 Specdb::MsMs 3720 Specdb::MsMs 3721 Specdb::MsMs 3722 Specdb::MsMs 3723 Specdb::MsMs 3724 Specdb::MsMs 3725 Specdb::MsMs 3726 Specdb::MsMs 3727 Specdb::MsMs 3728 Specdb::MsMs 3729 Specdb::MsMs 3730 Specdb::MsMs 3734 Specdb::MsMs 3735 Specdb::MsMs 19946 Specdb::MsMs 19947 Specdb::MsMs 19948 Specdb::MsMs 21497 Specdb::MsMs 21498 Specdb::MsMs 21499 Specdb::MsMs 438295 Specdb::MsMs 438296 Specdb::MsMs 438297 Specdb::NmrTwoD 1006 Specdb::NmrTwoD 1231 HMDB00239 1054 1025 C00314 16709 PYRIDOXINE Pyridoxine Keseler, I. 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Khimiko-Farmatsevticheskii Zhurnal (1987), 21(7), 858-62. Phosphatase ybhA P21829 YBHA_ECOLI ybhA http://ecmdb.ca/proteins/P21829.xml Pyridoxine kinase P40191 PDXK_ECOLI pdxK http://ecmdb.ca/proteins/P40191.xml Pyridoxamine kinase P77150 PDXY_ECOLI pdxY http://ecmdb.ca/proteins/P77150.xml Pyridoxine/pyridoxamine 5'-phosphate oxidase P0AFI7 PDXH_ECOLI pdxH http://ecmdb.ca/proteins/P0AFI7.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Water + Pyridoxine 5'-phosphate > Phosphate + Pyridoxine Adenosine triphosphate + Pyridoxine > ADP + Hydrogen ion + Pyridoxine 5'-phosphate R01909 PNKIN-RXN Pyridoxine + Oxygen <> Pyridoxal + Hydrogen peroxide R01711 Adenosine triphosphate + Pyridoxine <> ADP + Pyridoxine 5'-phosphate R01909 Pyridoxine + Adenosine triphosphate > Pyridoxine 5'-phosphate + Adenosine diphosphate + Hydrogen ion + ADP PW_R003331 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 1.17 uM 0.0 37 oC BW25113 Stationary Phase, glucose limited 4680 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