2.0 2012-05-31 14:53:16 -0600 2015-06-03 17:20:23 -0600 ECMDB20610 M2MDB001409 Sn-Glycerol-1-phosphate Sn-glycerol-1-phosphate is a glycerol phosphate. It is a key substrate in phospholipid synthesis and phosphatidylglycerol sbiosynthesis. The sn-glycerol-3-phosphate acyltransferase (plsB) of Escherichia coli is a key regulatory enzyme that catalyzes the first committed step in phospholipid biosynthesis. (PMID 9393688) Fosmidomycin is a hydrophilic molecule and in many bacteria its uptake is an active process involving a cAMP dependent glycerol-3-phosphate transporter (GlpT). (PMID 18489786) .alpha.-glycerophosphate .alpha.-glycerophosphorate .alpha.-glycerophosphoric acid 1,2,3-Propanetriol, 1-(dihydrogen phosphate) 1,2,3-Propanetriol, 1-(dihydrogen phosphoric acid) 1-Glycerophosphate 1-Glycerophosphorate 1-Glycerophosphoric acid 2,3-Dihydroxypropyl dihydrogen phosphate 2,3-Dihydroxypropyl dihydrogen phosphoric acid 2,3-Hydroxy-1-propyl dihydrogen phosphate 2,3-Hydroxy-1-propyl dihydrogen phosphoric acid 3-Glycerophosphate 3-Glycerophosphoric acid 3-Phosphoglycerol a-Glycerophosphate a-Glycerophosphorate a-Glycerophosphoric acid a-Phosphoglycerol alpha-Glycerophosphate Alpha-Glycerophosphorate Alpha-Glycerophosphoric acid Alpha-Phosphoglycerol BBR D-Glycerol 3-phosphate D-Glycerol 3-phosphoric acid Glycerol .alpha.-phosphate Glycerol .alpha.-phosphoric acid Glycerol 1-(dihydrogen phosphate) Glycerol 1-(dihydrogen phosphoric acid) Glycerol 1-phosphate Glycerol 1-phosphoric acid Glycerol 3-phosphate Glycerol 3-phosphoric acid Glycerol a-phosphate Glycerol a-phosphoric acid Glycerol alpha-phosphate Glycerol alpha-phosphoric acid Glycerol dihydrogen phosphate Glycerol dihydrogen phosphoric acid Glycerol α-phosphate Glycerol α-phosphoric acid Glycerol, 1-(dihydrogen phosphate) Glycerol, 1-(dihydrogen phosphate) (8CI) Glycerol, 1-(dihydrogen phosphoric acid) Glycerol, 1-(dihydrogen phosphoric acid) (8ci) GLYCEROL-3-PHOSPHATE GLYCEROL-3-phosphoric acid Glycerophosphate Glycerophosphate i Glycerophosphorate Glycerophosphorate I Glycerophosphoric acid Glycerophosphoric acid I L-Glycerol 1-phosphate L-Glycerol 1-phosphoric acid Sn-Glycerol 1-phosphate sn-Glycerol 1-phosphoric acid sn-Glycerol-1-phosphoric acid SN-glyceryl phosphate sn-Glyceryl phosphoric acid [(2S)-2,3-dihydroxypropyl] dihydrogen phosphate [(2S)-2,3-Dihydroxypropyl] dihydrogen phosphoric acid α-Glycerophosphate α-Glycerophosphorate α-Glycerophosphoric acid α-Phosphoglycerol C3H9O6P 172.0737 172.013674532 [(2S)-2,3-dihydroxypropoxy]phosphonic acid glycerophosphate 5746-57-6 [H][C@](O)(CO)COP(O)(O)=O InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1 AWUCVROLDVIAJX-VKHMYHEASA-N Cytoplasm Periplasm logp -1.84 ALOGPS logs -0.75 ALOGPS solubility 3.06e+01 g/l ALOGPS logp -2 ChemAxon pka_strongest_acidic 1.51 ChemAxon pka_strongest_basic -3 ChemAxon iupac [(2S)-2,3-dihydroxypropoxy]phosphonic acid ChemAxon average_mass 172.0737 ChemAxon mono_mass 172.013674532 ChemAxon smiles [H][C@](O)(CO)COP(O)(O)=O ChemAxon formula C3H9O6P ChemAxon inchi InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m0/s1 ChemAxon inchikey AWUCVROLDVIAJX-VKHMYHEASA-N ChemAxon polar_surface_area 107.22 ChemAxon refractivity 31.39 ChemAxon polarizability 13.45 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1084089 Specdb::NmrOneD 275778 Specdb::NmrOneD 275779 Specdb::NmrOneD 275780 Specdb::NmrOneD 275781 Specdb::NmrOneD 275782 Specdb::NmrOneD 275783 Specdb::NmrOneD 275784 Specdb::NmrOneD 275785 Specdb::NmrOneD 275786 Specdb::NmrOneD 275787 Specdb::NmrOneD 275788 Specdb::NmrOneD 275789 Specdb::NmrOneD 275790 Specdb::NmrOneD 275791 Specdb::NmrOneD 275792 Specdb::NmrOneD 275793 Specdb::NmrOneD 275794 Specdb::NmrOneD 275795 Specdb::NmrOneD 275796 Specdb::NmrOneD 275797 Specdb::MsMs 23987 Specdb::MsMs 23988 Specdb::MsMs 23989 Specdb::MsMs 30785 Specdb::MsMs 30786 Specdb::MsMs 30787 754 388409 C00623 16221 SN-GLYCEROL-1-PHOSPHATE 1GP 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 Brown, A. C., Parish, T. (2008). "Dxr is essential in Mycobacterium tuberculosis and fosmidomycin resistance is due to a lack of uptake." BMC Microbiol 8:78. 18489786 Heath, R. J., Goldfine, H., Rock, C. O. (1997). "A gene (plsD) from Clostridium butyricum that functionally substitutes for the sn-glycerol-3-phosphate acyltransferase gene (plsB) of Escherichia coli." J Bacteriol 179:7257-7263. 9393688 CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase P0ABF8 PGSA_ECOLI pgsA http://ecmdb.ca/proteins/P0ABF8.xml